(S)-5-Cyano-4-(toluene-4-sulfonylamino)-pentanoic acid methyl ester

Base Information

• Chemical Name: (S)-5-Cyano-4-(toluene-4-sulfonylamino)-pentanoic acid methyl ester
• CAS No.: 173472-46-3
• Molecular Formula: C₁₄H₁₈N₂O₄S
• Molecular Weight: 310.374
• Mol file: 173472-46-3.mol

Synonyms:(S)-5-Cyano-4-(toluene-4-sulfonylamino)-pentanoic acid methyl ester

Chemical Property of (S)-5-Cyano-4-(toluene-4-sulfonylamino)-pentanoic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-5-Cyano-4-(toluene-4-sulfonylamino)-pentanoic acid methyl ester

There total 6 articles about (S)-5-Cyano-4-(toluene-4-sulfonylamino)-pentanoic acid methyl ester 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: 100.0%

sodium methylate (124-41-4) + [(S)-5-Oxo-1-(toluene-4-sulfonyl)-pyrrolidin-2-yl]-acetonitrile (173472-45-2) → (S)-5-Cyano-4-(toluene-4-sulfonylamino)-pentanoic acid methyl ester (173472-46-3)

Guidance literature:

Ambient temperature;

DOI:10.1016/0957-4166(95)00354-R

Reference yield:

(S)-Pyroglutaminol (17342-08-4) → (S)-5-Cyano-4-(toluene-4-sulfonylamino)-pentanoic acid methyl ester (173472-46-3)

Guidance literature:

Multi-step reaction with 4 steps

1: Et₃N / CH₂Cl₂ / 12 h / Ambient temperature

2: 81 percent / acetonitrile / 50 h / Heating

3: 87 percent / NaH / paraffin; tetrahydrofuran / Ambient temperature

4: 100 percent / methanol; CH₂Cl₂ / 1 h / Ambient temperature

With sodium hydride; triethylamine; In tetrahydrofuran; methanol; dichloromethane; acetonitrile; paraffin;

Reference yield:

2-[(2S)-5-oxopyrrolidin-2-yl]acetonitrile (72479-06-2,98134-78-2) → (S)-5-Cyano-4-(toluene-4-sulfonylamino)-pentanoic acid methyl ester (173472-46-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 87 percent / NaH / paraffin; tetrahydrofuran / Ambient temperature

2: 100 percent / methanol; CH₂Cl₂ / 1 h / Ambient temperature

With sodium hydride; In tetrahydrofuran; methanol; dichloromethane; paraffin;

upstream raw materials:

sodium methylate

[(S)-5-Oxo-1-(toluene-4-sulfonyl)-pyrrolidin-2-yl]-acetonitrile

2-[(2S)-5-oxopyrrolidin-2-yl]acetonitrile

(S)-toluene-4-sulfonic acid 5-oxo-pyrrolidin-2-ylmethyl ester

Downstream raw materials:

N-[(S)-1-(2-Amino-ethyl)-4-hydroxy-butyl]-4-methyl-benzenesulfonamide

N-[(S)-1-(2-Amino-ethyl)-4-(tert-butyl-diphenyl-silanyloxy)-butyl]-4-methyl-benzenesulfonamide

(2S,8S)-2-[3-(tert-Butyl-diphenyl-silanyloxy)-propyl]-1-(toluene-4-sulfonyl)-8-(2-triethylsilanyloxy-ethyl)-1,3,4,6,7,8-hexahydro-2H-pyrimido[1,2-a]pyrimidine

N-[(S)-4-(tert-Butyl-diphenyl-silanyloxy)-1-(2-{3-[(R)-1-(2-methylsulfanyl-ethyl)-3-triethylsilanyloxy-propyl]-thioureido}-ethyl)-butyl]-4-methyl-benzenesulfonamide