S-1-phenyl-5-tetrazolyl N-(L-prolylmethyl)-N-isopropylcarbamate hydrochloride

Base Information

• Chemical Name: S-1-phenyl-5-tetrazolyl N-(L-prolylmethyl)-N-isopropylcarbamate hydrochloride
• CAS No.: 102284-56-0
• Molecular Formula: C₁₇H₂₂N₆O₂S*ClH
• Molecular Weight: 410.928
• Mol file: 102284-56-0.mol

Synonyms:S-1-phenyl-5-tetrazolyl N-(L-prolylmethyl)-N-isopropylcarbamate hydrochloride

Chemical Property of S-1-phenyl-5-tetrazolyl N-(L-prolylmethyl)-N-isopropylcarbamate hydrochloride

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of S-1-phenyl-5-tetrazolyl N-(L-prolylmethyl)-N-isopropylcarbamate hydrochloride

There total 6 articles about S-1-phenyl-5-tetrazolyl N-(L-prolylmethyl)-N-isopropylcarbamate hydrochloride 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: 46.2%

→ S-1-phenyl-5-tetrazolyl N-(L-prolylmethyl)-N-isopropylcarbamate hydrochloride (102284-56-0)

Guidance literature:

Reference yield: 46.0%

S-1-phenyl-5-tetrazolyl N-<(N-boc-L-prolyl)methyl>-N-isopropylthiocarbamate (102284-49-1) → S-1-phenyl-5-tetrazolyl N-(L-prolylmethyl)-N-isopropylcarbamate hydrochloride (102284-56-0)

Guidance literature:

With hydrogenchloride; formic acid; In tetrahydrofuran; for 1h; Ambient temperature;

DOI:10.1021/jm00158a025

Reference yield:

N-boc-L-prolyl chloromethyl ketone (102284-41-3) → S-1-phenyl-5-tetrazolyl N-(L-prolylmethyl)-N-isopropylcarbamate hydrochloride (102284-56-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 56 percent / sodium iodide / aq. ethanol / 15 h / 65 °C

2: 74 percent / triethylamine / tetrahydrofuran / 1 h / 5 °C

3: 46 percent / formic acid, HCl / tetrahydrofuran / 1 h / Ambient temperature

With hydrogenchloride; formic acid; triethylamine; sodium iodide; In tetrahydrofuran; ethanol;

DOI:10.1021/jm00158a025

upstream raw materials:

S-1-phenyl-5-tetrazolyl N-<(N-boc-L-prolyl)methyl>-N-isopropylthiocarbamate

N-boc-L-prolyl chloromethyl ketone

S-(1-Phenyl-5-tetrazolyl) chlorothioformate

2,2-Dimethyl-propionic acid (S)-2-(2-diazo-acetyl)-pyrrolidin-1-yl ester

Downstream raw materials:

S-1-phenyl-5-tetrazolyl N-<(methoxysuccinyl)-L-alanyl-L-alanyl-L-prolylmethyl>-N-isopropylcarbamate

Refernces

• 1、 Digenis, George A.,Agha, Bushra J.,Tsuji, Kiyoshi,Kato, Masayuki,Shinogi, Masaki. "Peptidyl Carbamates Incorporating Amino Acid Isosteres as Novel Elastase Inhibitors". . p. 1468 - 1476. Retrieved 2007/10/02.