tert-butyl (S)-3-{[(4-methylphenyl)sulfonyl]amino}-3-phenylpropanoate

Base Information

• Chemical Name: tert-butyl (S)-3-{[(4-methylphenyl)sulfonyl]amino}-3-phenylpropanoate
• CAS No.: 160978-12-1
• Molecular Formula: C₂₀H₂₅NO₄S
• Molecular Weight: 375.489
• Mol file: 160978-12-1.mol

Synonyms:tert-butyl (S)-3-{[(4-methylphenyl)sulfonyl]amino}-3-phenylpropanoate

Chemical Property of tert-butyl (S)-3-{[(4-methylphenyl)sulfonyl]amino}-3-phenylpropanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl (S)-3-{[(4-methylphenyl)sulfonyl]amino}-3-phenylpropanoate

There total 9 articles about tert-butyl (S)-3-{[(4-methylphenyl)sulfonyl]amino}-3-phenylpropanoate 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: 95.0%

(2R,3R)-3-Phenyl-2-((R)-toluene-4-sulfinyl)-3-(toluene-4-sulfonylamino)-propionic acid tert-butyl ester → tert-butyl (S)-3-{[(4-methylphenyl)sulfonyl]amino}-3-phenylpropanoate (160978-12-1)

Guidance literature:

With disodium hydrogenphosphate; sodium amalgam; In methanol; at 0 - 20 ℃;

DOI:10.1016/S0957-4166(01)00185-9

Reference yield: 84.0%

p-toluenesulfonyl chloride (98-59-9) + (S)-3-amino-3-phenylpropionic acid tert-butyl ester (120686-18-2) → tert-butyl (S)-3-{[(4-methylphenyl)sulfonyl]amino}-3-phenylpropanoate (160978-12-1)

Guidance literature:

With triethylamine; In dichloromethane; at -10 - 20 ℃; for 1h;

DOI:10.1002/1522-2675(200201)85:1<161::AID-HLCA161>3.0.CO;2-L

Reference yield:

tert-butyl cinnamate (14990-09-1) → tert-butyl (S)-3-{[(4-methylphenyl)sulfonyl]amino}-3-phenylpropanoate (160978-12-1)

Guidance literature:

Multi-step reaction with 3 steps

1: BuLi / tetrahydrofuran; hexane / 1 h

2: H₂ / Pd(OH)2/C / ethanol / 72 h / 2850.23 Torr

3: 84 percent / Et₃N / CH₂Cl₂ / 1 h / -10 - 20 °C

With n-butyllithium; hydrogen; triethylamine; palladium dihydroxide; In tetrahydrofuran; ethanol; hexane; dichloromethane;

DOI:10.1002/1522-2675(200201)85:1<161::AID-HLCA161>3.0.CO;2-L

upstream raw materials:

tert-butyl (R)-p-toluenesulfinylacetate

phenyl N-tosyl imine

p-toluenesulfonyl chloride

(S)-3-amino-3-phenylpropionic acid tert-butyl ester

Downstream raw materials:

(S)-3-amino-3-phenylpropanoic acid

(S)-5,9-bis[(4-methylphenyl)sulfonyl]-4-phenyl-1,5,9-triazacyclotridecan-2-one

(S)-3-[(4-methylphenyl)sulfonylamino]-N-{4-[(4-methylphenyl)sulfonyl]aminobutyl}-3-phenylpropanamide

(S)-4-phenyl-9-(3-phenylprop-2-enoyl)-1,5,9-triazacyclotridecan-2-one