tert-Butyl Carbazate 肼基甲酸叔丁酯

CAS 870-46-2 MFCD00007593

化学结构图

870-46-2
SMILES: CC(C)(C)OC(=O)NN

化学属性

Mol. FormulaC5H12N2O2
Mol. Weight132.16
Boiling Point303.6°C at 760 mmHg
Melting Point39-42°C
Density1.02
Flash Point92°C
TSCAYes
Stability对湿度、空气和热敏感
Appearance 固体或固液混合,冷水中溶解度很小,甲醇、乙醇等有机溶剂的溶解度稍大,易溶于热水、热的有机溶剂。熔点 39-42℃,密度 1.02,闪点 91℃
SolubilitySoluble in methanol (100 mg/mL), and ethanol (50 mg/mL).,

别名和识别编码

Chemical Nametert-Butyl Carbazate
CAS Number870-46-2
Alfabeta NameBUTYLCARBAZATE TERT-
MDL NumberMFCD00007593
Synonym tert-Butyl hydrazinoformate {LY} tert-Butyl hydrazinoformate {} {LY} tert-Butyl hydrazinoformate {} {} {LY} tert-Butyl hydrazinoformate {} {} {} {LY} tert-Butyl hydrazinoformate {} {} {} {} {LY} tert-Butyl hydrazinoformate {} {} {} {} {} {LY} tert-Butyl hydrazinoformate {} {} {} {} {} {} {LY} tert-Butyl hydrazinoformate {} {} {} {} {} {} {} {LY} tert-Butyl hydrazinoformate {} {} {} {} {} {} {} {} {LY} tert-Butyl hydrazinoformate {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {LY} tert-Butyl hydrazinoformate {} {} {} {} {} {} {} {} {} {} {LY} tert-Butyl hydrazinoformate {} {} {} {} {} {} {} {} {} {} {} {LY} tert-Butyl hydrazinoformate {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} tert-Butyl hydrazinoformate {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} tert-Butyl hydrazinoformate {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} tert-Butyl hydrazinoformate {} {} {} {} {} {} {} {} {} {} {}
Beilstein Registry Number1756967
PubChem Substance ID70091
EC Number212-795-3
Reaxys-RN1756967
Chemical Name Translation肼基甲酸叔丁酯
InChIKeyDKACXUFSLUYRFU-UHFFFAOYSA-N
LabNetwork Molecule IDLN00173222
InChIInChI=1S/C5H12N2O2/c1-5(2,3)9-4(8)7-6/h6H2,1-3H3,(H,7,8)
Canonical SMILESNNC(OC(C)(C)C)=O
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分类

  • {SNA} Amine Protection, Chemical Biology, Chemical Synthesis, Others, Peptide Chemistry, Protecting and Derivatizing Reagents, Protection and Derivatization, Synthetic Reagents
  • Amine Protection, Chemical Biology, Chemical Synthesis, Others, Peptide Chemistry, Protecting and Derivatizing Reagents, Protection and Derivatization, Synthetic Reagents
  • {SNA} Amine Protection, Chemical Biology, Chemical Synthesis, Other Protecting and Derivatizing Reagents, Peptide Chemistry, Protecting and Derivatizing Reagents, Protection and Derivatization, Synthetic Reagents

产品应用

  • 用于与乙烯基卤化物进行钯催化交叉偶联反应,生成 N-叔丁氧羰基-N-烯基肼。用于固相多肽合成和 α-氨基醛的光学纯度测定的试剂。可与醛发生缩合反应形成腙,腙可作为合成 HIV-1 蛋白酶抑制剂的中间体。

相关文献及参考

  • Protected hydrazine derivative, permitting selective reaction at one N atom, followed by mild acidic cleavage of the Boc group. For preparation of, e.g. N-aminosuccinimide, free from the cyclic hydrazide, see: J. Org. Chem., 37, 2040 (1972). Similarly, reaction with carbonyl or sulfonyl halides, followed by cleavage with HCl, provides a route to monoacyl hydrazides: Synthesis, 244 (1980). It is also commonly used in the synthesis of aza-amino acids; see, for example: Synthesis, 141 (1991) and references therein.
  • Precursor of the somewhat unstable tert-butyl azidoformate, useful for introduction of the Boc protecting group, see: Org. Synth. Coll., 5, 157 (1973). Caution! Possible violent decomposition of this azide on heating.
  • Monoalkylhydrazines can be prepared via reduction of Boc-hydrazones with borane-THF, and cleavage with HCl: J. Org. Chem., 46, 5413 (1981).
  • Protected hydrazine derivative, permitting selective reaction at one N atom, followed by mild acidic cleavage of the Boc group. For preparation of, e.g. N-aminosuccinimide, free from the cyclic hydrazide, see: J. Org. Chem., 37, 2040 (1972). Similarly, reaction with carbonyl or sulfonyl halides, followed by cleavage with HCl, provides a route to monoacyl hydrazides: Synthesis, 244 (1980). It is al
  • Beilstein: 3,IV,175
  • 2. Tetrahedron Lett. 34 , 6599, (1993)

安全信息

Warnings IRRITANT
WGK Germany3
Personal Protective Equipment Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
Signal word
GHS Symbol
Safety Statements
Risk Statements
  • R36/37/38 Irritating to eyes, respiratory system and skin 对眼睛、呼吸系统和皮肤有刺激性
  • R48 Danger of serious damage to health by prolonged exposure 长期接触有严重损害健康的危险
  • R24/25 Toxic in contact with skin and if swallowed 皮肤接触及吞食都有毒
  • R11 Highly flammable 非常易燃
Precautionary statements
  • P280 Wear protective gloves/protective clothing/eye protection/face protection. 戴防护手套/防护服/眼睛的保护物/面部保护物。
  • P210 Keep away from heat/sparks/open flames/hot surfaces. — No smoking. 远离热源/火花/明火/热的表面。——禁止吸烟。
  • P241 Use explosion-proof electrical/ventilating/lighting/…/equipment. 使用防爆电气/通风/照明/ .../设备。
UN Number UN1325
Hazard statements
  • H228 Flammable solid 易燃固体
Storage condition -20°C, stored under nitrogen {LY} -20°C, stored under nitrogen 2-8°C Moisture Sensitive Store at RT. {} {LY} -20°C, stored under nitrogen {} {} {LY} -20°C, stored under nitrogen {} {} {} {LY} -20°C, stored under nitrogen {} {} {} {} {LY} -20°C, stored under nitrogen {} {} {} {} {} {LY} -20°C, stored under nitrogen {} {} {} {} {} {} {LY} -20°C, stored under nitrogen {} {} {} {} {} {} {} {LY} -20°C, stored under nitrogen {} {} {} {} {} {} {} {} {LY} -20°C, stored under nitrogen {} {} {} {} {} {} {} {} {} {LY} -20°C, stored under nitrogen {} {} {} {} {} {} {} {} {} {} {LY} -20°C, stored under nitrogen {} {} {} {} {} {} {} {} {} {} {} {LY} -20°C, stored under nitrogen {} {} {} {} {} {} {} {} {} {} {} {} {LY} -20°C, stored under nitrogen {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} -20°C, stored under nitrogen {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} -20°C, stored under nitrogen {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} -20°C
Packing GroupIII
Hazard Codes F;T T-F,T,F
Hazard Class4.1

其他信息

  • 下游产品:2-肼基甲基吡啶 --> 吡啶-3-亚甲基肼,1-(3-吡啶基)甲基肼 --> 3,5-二甲基-吡唑-4-羧酸
  • 上游原料:异丙醇 --> 水合肼 --> 二碳酸二叔丁酯 --> 水合肼
  • 用途二:用于钯催化的和乙烯基卤化物的偶联反应产生N-Boc-N-烯基肼(该产品用在固相多肽合成和α-氨基乙醛光学纯的测定)。和醛反应生成腙,该腙是合成HIV-1蛋白酶抑制剂的中间体。
  • 用途一:合成氨基酸保护剂
  • F:21
  • 肼基甲酸叔丁酯价格(试剂级):更新日期 产品编号 产品名称 包装 价格 2011/08/23 xw010160 肼基甲酸叔丁酯;肼羧酸叔丁酯;叔丁氧碳酰肼 25g 280元 2011/04/16 C0933 肼基甲酸叔丁酯 tert-Butyl Carbazate 250G 3580元 2011/04/16 C0933 肼基甲酸叔丁酯 tert-Butyl Carbazate 25G 650元
  • MSDS 信息:tert-Butyl carbazate(870-46-2).msds
  • Sigma Aldrich:870-46-2(sigmaaldrich)
  • Alfa Aesar:叔丁基卡巴酯,98+% tert-Butyl carbazate, 98+%(870-46-2)
  • MOL 文件:870-46-2.mol
  • Starting material for the preparation of BOC-azide, a reagent to introduce the BOC amino protection. Reagent for the synthesis of sulfonic and carboxylic hydrazides.
  • 图谱信息:肼基甲酸叔丁酯(870-46-2)核磁图( 13 CNMR) 肼基甲酸叔丁酯(870-46-2)红外图谱(IR1) 肼基甲酸叔丁酯(870-46-2)红外图谱(IR2) 肼基甲酸叔丁酯(870-46-2)质谱(MS)
  • 溶于有机溶剂。
  • 海关编码:29280090
  • 敏感性:Moisture Sensitive
  • TCI Shanghai:肼基甲酸叔丁酯 tert-Butyl Carbazate,>;97.0%(T)(870-46-2)
  • Acros Organics:卡巴酸叔丁酯 tert-Butyl carbazate, 99%(870-46-2)

系列性分类


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