(S)-methyl 2-(5-((S)-1-(((benzyloxy)carbonyl)amino)-2-phenylethyl)-1H-tetrazol-1-yl)propanoate

Base Information

• Chemical Name: (S)-methyl 2-(5-((S)-1-(((benzyloxy)carbonyl)amino)-2-phenylethyl)-1H-tetrazol-1-yl)propanoate
• CAS No.: 115514-18-6
• Molecular Formula: C₂₁H₂₃N₅O₄
• Molecular Weight: 409.445
• Mol file: 115514-18-6.mol

Synonyms:(S)-methyl 2-(5-((S)-1-(((benzyloxy)carbonyl)amino)-2-phenylethyl)-1H-tetrazol-1-yl)propanoate

Chemical Property of (S)-methyl 2-(5-((S)-1-(((benzyloxy)carbonyl)amino)-2-phenylethyl)-1H-tetrazol-1-yl)propanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-methyl 2-(5-((S)-1-(((benzyloxy)carbonyl)amino)-2-phenylethyl)-1H-tetrazol-1-yl)propanoate

There total 3 articles about (S)-methyl 2-(5-((S)-1-(((benzyloxy)carbonyl)amino)-2-phenylethyl)-1H-tetrazol-1-yl)propanoate 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:

(S)-methyl 2-((S)-2-(((benzyloxy)carbonyl)amino)-3-phenylpropanamido)propanoate (28944-94-7,55565-43-0,60513-73-7,71785-45-0,100429-39-8,25422-44-0) → (S)-methyl 2-(5-((S)-1-(((benzyloxy)carbonyl)amino)-2-phenylethyl)-1H-tetrazol-1-yl)propanoate (115514-18-6)

Guidance literature:

With 2-(diphenylphosphino)pyridine; di-isopropyl azodicarboxylate; diphenyl phosphoryl azide; In tetrahydrofuran; at 50 ℃; for 14h; Inert atmosphere;

Reference yield:

(S)-methyl 2-((S)-2-(((benzyloxy)carbonyl)amino)-3-phenylpropanamido)propanoate (28944-94-7,55565-43-0,60513-73-7,71785-45-0,100429-39-8,25422-44-0) → Z-D-Phe-ψ-L-Ala-OMe + (S)-methyl 2-(5-((S)-1-(((benzyloxy)carbonyl)amino)-2-phenylethyl)-1H-tetrazol-1-yl)propanoate (115514-18-6)

Guidance literature:

With hydrogen azide; phosphorus pentachloride; Multistep reaction; 1.) benzene, 45 min; 2.) benzene, rt, 2 h;

DOI:10.1021/ja00225a045

Reference yield:

N-Cbz-L-Phe (1161-13-3) → (S)-methyl 2-(5-((S)-1-(((benzyloxy)carbonyl)amino)-2-phenylethyl)-1H-tetrazol-1-yl)propanoate (115514-18-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / dichloromethane; N,N-dimethyl-formamide / 0.17 h / 20 °C

1.2: 2 h / 20 °C

2.1: 2-(diphenylphosphino)pyridine; diphenyl phosphoryl azide; di-isopropyl azodicarboxylate / tetrahydrofuran / 14 h / 50 °C / Inert atmosphere

With 2-(diphenylphosphino)pyridine; di-isopropyl azodicarboxylate; diphenyl phosphoryl azide; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;

upstream raw materials:

(S)-methyl 2-((S)-2-(((benzyloxy)carbonyl)amino)-3-phenylpropanamido)propanoate

N-Cbz-L-Phe