tert-Butyl Carbazate 肼基甲酸叔丁酯
CAS 870-46-2 MFCD00007593
化学结构图
SMILES: CC(C)(C)OC(=O)NN
化学属性
| Mol. Formula | C5H12N2O2 |
|---|---|
| Mol. Weight | 132.16 |
| Boiling Point | 303.6°C at 760 mmHg |
| Melting Point | 39-42°C |
| Density | 1.02 |
| Flash Point | 92°C |
| TSCA | Yes |
| 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℃ |
| Solubility | Soluble in methanol (100 mg/mL), and ethanol (50 mg/mL)., |
别名和识别编码
| Chemical Name | tert-Butyl Carbazate |
|---|---|
| CAS Number | 870-46-2 |
| Alfabeta Name | BUTYLCARBAZATE TERT- |
| MDL Number | MFCD00007593 |
| Synonym | tert-Butyl carbazate {LY} tert-Butyl carbazate {} {LY} tert-Butyl carbazate {} {} {LY} tert-Butyl carbazate {} {} {} {LY} tert-Butyl carbazate {} {} {} {} {LY} tert-Butyl carbazate {} {} {} {} {} {LY} tert-Butyl carbazate {} {} {} {} {} {} {LY} tert-Butyl carbazate {} {} {} {} {} {} {} {} {} {} {} {} {} {} {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 Number | 1756967 |
| PubChem Substance ID | 70091 |
| EC Number | 212-795-3 |
| Reaxys-RN | 1756967 |
| Chemical Name Translation | 肼基甲酸叔丁酯 |
| InChIKey | DKACXUFSLUYRFU-UHFFFAOYSA-N |
| LabNetwork Molecule ID | LN00173222 |
| InChI | InChI=1S/C5H12N2O2/c1-5(2,3)9-4(8)7-6/h6H2,1-3H3,(H,7,8) |
| Canonical SMILES | NNC(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
GHS Symbol
- 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
- 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。
- H228 Flammable solid 易燃固体
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)
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