CAS 870-50-8|NSC 109889|Bis(1,1-dimethylethyl)azodicarboxylate|Di-tert-butyl azodicarboxylate|N-{[(tert-butoxy)carbonyl]imino}(tert-butoxy)formamide|Di-tert-butyl azodiformate|DBAD|偶氮二甲酸二叔丁...

基本信息

化学结构

分子式

C₁₀H₁₈N₂O₄

分子量

230.26092

精确质量

230.12665707

电荷

InChI

InChI=1S/C10H18N2O4/c1-9(2,3)15-7(13)11-12-8(14)16-10(4,5)6/h1-6H3

InChIKey

QKSQWQOAUQFORH-UHFFFAOYSA-N

Canonic Smiles

O=C(OC(C)(C)C)/N=N/C(=O)OC(C)(C)C

Isomeric Smiles

O(C(=O)/N=N/C(=O)OC(C)(C)C)C(C)(C)C

计算属性

JChem

质子受体

质子供体

LogD (pH = 5.5)

2.1676028

LogD (pH = 7.4)

2.1676028

Log P

2.1676028

摩尔折射率

56.5902

极化性

22.475769

极化表面积

77.32

可自由旋转的化学键

里宾斯基五规则

true

数据来源

名称和标识

别名

NSC 109889Di-tert-butyl azodicarboxylateBis(1,1-dimethylethyl)azodicarboxylateDi-tert-butyl azodiformateDBAD偶氮二甲酸二叔丁酯偶氮二羧酸二叔丁酯DTADAzodicarboxylic acid di-tert-butyl esterDi-tert-butyl azodicarboxylate 98%Di-tert-butyl diazene-1,2-dicarboxylate

IUPAC传统名

N-[(tert-butoxycarbonyl)imino](tert-butoxy)formamide (E)-N-[(tert-butoxycarbonyl)imino](tert-butoxy)formamide

IUPAC标准名

N-{[(tert-butoxy)carbonyl]imino}(tert-butoxy)formamide (E)-N-{[(tert-butoxy)carbonyl]imino}(tert-butoxy)formamide

名称和标识

数据登录号

CAS号

MDL号

Beilstein号

EC号

PubChem CID

PubChem SID

数据登录号

化合物性质

理化性质

熔点

89-92°C

89-92 °C(lit.)

89-92 °C

89-92°C

产品相关信息

纯度

98%

≥98.0% (GC)

线性分子式

(CH3)3COCON=NCOOC(CH3)3

级别

purum

化合物性质

分子相关蛋白质

暂无数据

点击上传数据

分子图谱

暂无数据

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描述信息

Sigma Aldrich

D1516

Application
Reactant for:
• Preparation of hexapeptide key fragments via stereoselective selenocyclization/oxidative deselenylation or hydrazination/cyclization reactions1
• Asymmetric Michael addition reactions2
• Preparation of dipeptidyl peptidase IV dependent water-soluble prodrugs via Mitsunobu reaction3
• Synthesis of pyrroloisoquinoline template via stereoselective N-acyliminium-mediated cyclization and enolate amination for synthesis of peptidomimetic compounds4
• Barbier-type propargylation reactions5
• Synthesis of bacterial peptide deformylase (PDF) inhibitor fumimycin6
• Asymmetric amination of glycine Schiff bases7

135992

Application
用于以轴向手性胍催化 β 酮酯亲电氨基化的试剂。8用作以 L-脯氨酸或 (S)-2-吡咯烷基四唑这类有机催化剂催化进行的 3,6-二氢哒嗪的对映选择性合成的结构单元。9
用于通过手性有机催化剂催化进行的非对称 Friedel-Crafts 胺化。
Reactant for:
• Preparation of hexapeptide key fragments via stereoselective selenocyclization/oxidative deselenylation or hydrazination/cyclization reactions1
• Asymmetric Michael addition reactions2
• Preparation of dipeptidyl peptidase IV dependent water-soluble prodrugs via Mitsunobu reaction3
• Synthesis of pyrroloisoquinoline template via stereoselective N-acyliminium-mediated cyclization and enolate amination for synthesis of peptidomimetic compounds4
• Barbier-type propargylation reactions5
• Synthesis of bacterial peptide deformylase (PDF) inhibitor fumimycin6
• Asymmetric amination of glycine Schiff bases7
包装
5, 25 g in glass bottle

11625

Other Notes
酸不稳定试剂，用于温和分离产品的 Mitsunobu 反应8；烯醇化物和烷基锂的亲电氨基化和肼化反应9,10,11
Application
Reactant for:
• Preparation of hexapeptide key fragments via stereoselective selenocyclization/oxidative deselenylation or hydrazination/cyclization reactions1
• Asymmetric Michael addition reactions2
• Preparation of dipeptidyl peptidase IV dependent water-soluble prodrugs via Mitsunobu reaction3
• Synthesis of pyrroloisoquinoline template via stereoselective N-acyliminium-mediated cyclization and enolate amination for synthesis of peptidomimetic compounds4
• Barbier-type propargylation reactions5
• Synthesis of bacterial peptide deformylase (PDF) inhibitor fumimycin6
• Asymmetric amination of glycine Schiff bases7

描述信息

参考文献

PubChem文献

数据源提供

• Useful "NH₂⁺" synthon for enantioselective amination reactions: J. Am. Chem. Soc., 108, 6394, 6395, 6397 (1986); Tetrahedron Lett., 29, 6765 (1988).

• Aza-dienophile. The ester groups are readily removed from adducts by acid: J. Org. Chem., 26, 4336 (1961); 38, 2043 (1973); 40, 563 (1975).

• Mitsunobu reaction with alcohols gives a direct route to the corresponding N,N'-di-Boc protected hydrazine derivatives: Tetrahedron Lett., 37, 4327 (1996).

参考文献

生物活性

PubChem BioAssay

生物活性

名称和标识

别名

IUPAC传统名

N-[(tert-butoxycarbonyl)imino](tert-butoxy)formamide (E)-N-[(tert-butoxycarbonyl)imino](tert-butoxy)formamide

IUPAC标准名

N-{[(tert-butoxy)carbonyl]imino}(tert-butoxy)formamide (E)-N-{[(tert-butoxy)carbonyl]imino}(tert-butoxy)formamide

数据登录号

CAS号

MDL号

Beilstein号

EC号

PubChem CID

PubChem SID

化合物性质

理化性质

熔点

89-92°C

89-92 °C(lit.)

89-92 °C

89-92°C

产品相关信息

纯度

98%

≥98.0% (GC)

线性分子式

(CH3)3COCON=NCOOC(CH3)3

级别

purum

描述信息

Sigma Aldrich

D1516

135992

11625

参考文献

PubChem文献

数据源提供

• Useful "NH₂⁺" synthon for enantioselective amination reactions: J. Am. Chem. Soc., 108, 6394, 6395, 6397 (1986); Tetrahedron Lett., 29, 6765 (1988).

• Aza-dienophile. The ester groups are readily removed from adducts by acid: J. Org. Chem., 26, 4336 (1961); 38, 2043 (1973); 40, 563 (1975).

• Mitsunobu reaction with alcohols gives a direct route to the corresponding N,N'-di-Boc protected hydrazine derivatives: Tetrahedron Lett., 37, 4327 (1996).

生物活性

PubChem BioAssay

化合物信息

ID:89999