2-(1H-Benzo[d][1,2,3]triazol-1-yl)-2-(((benzyloxy)carbonyl)amino)acetic acid

Base Information

• Chemical Name: 2-(1H-Benzo[d][1,2,3]triazol-1-yl)-2-(((benzyloxy)carbonyl)amino)acetic acid
• CAS No.: 124676-19-3
• Molecular Formula: C16H14N4O4
• Molecular Weight: 326.312
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID50401861
• Nikkaji Number: J641.202E
• Mol file: 124676-19-3.mol

Synonyms:124676-19-3;2-(1H-Benzo[d][1,2,3]triazol-1-yl)-2-(((benzyloxy)carbonyl)amino)acetic acid;Benzotriazol-1-yl-benzyloxycarbonylamino-acetic acid;2-(benzotriazol-1-yl)-2-(phenylmethoxycarbonylamino)acetic acid;(Benzotriazol-1-yl)(benzyloxycarbonylamino)acetic acid;1H-1,2,3-benzotriazol-1-yl{[(benzyloxy)carbonyl]amino}acetic acid;2-(1H-Benzo[d][1,2,3]triazol-1-yl)-2-(benzyloxycarbonylamino)acetic acid;N-benzyloxycarbonyl-2-(benzotriazol-1-yl)glycine;SCHEMBL644202;2-(benzotriazol-1-yl)-N-(benzyloxycarbonyl)glycine;DTXSID50401861;BNCGQJZQVLAXAB-UHFFFAOYSA-N;CS-M3218;MFCD00961511;AS-43361;FT-0643032;A890388;(1H-Benzotriazol-1-yl){[(benzyloxy)carbonyl]amino}acetic acid;1H-1,2,3-benzotriazol-1-yl {[(benzyloxy)carbonyl]amino}acetic acid;1H-1,2,3-benzotriazol-1-yl({[(phenylmethyl)oxy]carbonyl}amino)acetic acid;1H-Benzotriazole-1-acetic acid, alpha-[[(phenylmethoxy)carbonyl]amino]-

Chemical Property of 2-(1H-Benzo[d][1,2,3]triazol-1-yl)-2-(((benzyloxy)carbonyl)amino)acetic acid

Chemical Property:

• Vapor Pressure: 4.51E-15mmHg at 25°C
• Melting Point: 162-164℃
• Boiling Point: 596.4°C at 760 mmHg
• PKA: 2.55±0.10(Predicted)
• Flash Point: 314.5°C
• PSA: 106.34000
• Density: 1.43
• LogP: 2.33180
• Storage Temp.: 2-8°C
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 6
• Exact Mass: 326.10150494
• Heavy Atom Count: 24
• Complexity: 455

Purity/Quality:

97% ^*data from raw suppliers

α-[[(Phenylmethoxy)carbonyl]amino]-1H-benzotriazole-1-aceticAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COC(=O)NC(C(=O)O)N2C3=CC=CC=C3N=N2
• Uses: α-[[(Phenylmethoxy)carbonyl]amino]-1H-benzotriazole-1-acetic Acid is used in the synthesis of inhibitors of BET bromodomains. Also used in the synthesis of benzodiazepine-based SUMO-specific protein kinases.

Technology Process of 2-(1H-Benzo[d][1,2,3]triazol-1-yl)-2-(((benzyloxy)carbonyl)amino)acetic acid

There total 2 articles about 2-(1H-Benzo[d][1,2,3]triazol-1-yl)-2-(((benzyloxy)carbonyl)amino)acetic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 90.0%

1,2,3-Benzotriazole (95-14-7,27556-51-0) + O-benzyl carbamate (621-84-1) + Glyoxilic acid (298-12-4) → 2-(benzotriazol-1-yl)-N-(benzyloxycarbonyl)glycine (124676-19-3)

Guidance literature:

In benzene; for 2h; Inert atmosphere; Dean-Stark; Reflux;

DOI:10.1021/acsmedchemlett.5b00001

Reference yield: 81.0%

→ 2-(benzotriazol-1-yl)-N-(benzyloxycarbonyl)glycine (124676-19-3)

Guidance literature:

Reference yield: 99.0%

2-(benzotriazol-1-yl)-N-(benzyloxycarbonyl)glycine (124676-19-3) + (2-aminophenyl)(phenyl)methanone (2835-77-0) → benzyl N-[[(2-benzoylphenyl)carbamoyl](1H-1,2,3-benzotriazol-1-yl)methyl]carbamate (161365-74-8)

Guidance literature:

With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 0 - 20 ℃;

DOI:10.1016/j.bmcl.2011.08.101

upstream raw materials:

1,2,3-Benzotriazole

O-benzyl carbamate

Glyoxilic acid

Downstream raw materials:

α-(N-benzyloxycarbonyl)aminoglycine

(Benzotriazol-1-yl-chlorocarbonyl-methyl)-carbamic acid benzyl ester

{Benzotriazol-1-yl-[2-(1-methyl-1H-imidazole-2-carbonyl)-phenylcarbamoyl]-methyl}-carbamic acid benzyl ester

{Benzotriazol-1-yl-[2-(pyridine-3-carbonyl)-phenylcarbamoyl]-methyl}-carbamic acid benzyl ester