(3S)-3-{[(4-methylphenyl)sulfonyl]amino}-3-phenylpropanoic acid

Base Information

• Chemical Name: (3S)-3-{[(4-methylphenyl)sulfonyl]amino}-3-phenylpropanoic acid
• CAS No.: 357417-35-7
• Molecular Formula: C₁₆H₁₇NO₄S
• Molecular Weight: 319.381
• Mol file: 357417-35-7.mol

Synonyms:(3S)-3-{[(4-methylphenyl)sulfonyl]amino}-3-phenylpropanoic acid

Chemical Property of (3S)-3-{[(4-methylphenyl)sulfonyl]amino}-3-phenylpropanoic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3S)-3-{[(4-methylphenyl)sulfonyl]amino}-3-phenylpropanoic acid

There total 12 articles about (3S)-3-{[(4-methylphenyl)sulfonyl]amino}-3-phenylpropanoic 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: 100.0%

tert-butyl (S)-3-{[(4-methylphenyl)sulfonyl]amino}-3-phenylpropanoate (160978-12-1) → (3S)-3-{[(4-methylphenyl)sulfonyl]amino}-3-phenylpropanoic acid (357417-35-7)

Guidance literature:

With trifluoroacetic acid; at 20 ℃; for 3h;

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

Reference yield:

C22H20N2O6S → (3S)-3-{[(4-methylphenyl)sulfonyl]amino}-3-phenylpropanoic acid (357417-35-7)

Guidance literature:

C₂₂H₂₀N₂O₆S; With water; sodium hydroxide; In tetrahydrofuran; methanol; dichloromethane; at 20 ℃; Inert atmosphere;

With hydrogenchloride; In tetrahydrofuran; methanol; dichloromethane; optical yield given as %ee; Inert atmosphere;

DOI:10.1021/ja9094044

Reference yield:

Cinnamoyl chloride (102-92-1,17082-09-6) → (3S)-3-{[(4-methylphenyl)sulfonyl]amino}-3-phenylpropanoic acid (357417-35-7)

Guidance literature:

Multi-step reaction with 5 steps

1: 73 percent / Et₃N / 12 h / 90 °C

2: BuLi / tetrahydrofuran; hexane / 1 h

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

4: 84 percent / Et₃N / CH₂Cl₂ / 1 h / -10 - 20 °C

5: 100 percent / TFA / 3 h / 20 °C

With n-butyllithium; hydrogen; triethylamine; trifluoroacetic acid; 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 (S)-3-{[(4-methylphenyl)sulfonyl]amino}-3-phenylpropanoate

(3S)-(4-toluenesulfonyl)amino-3-phenylpropionitrile

(R)-phenylglycine

D-2-phenylglycinol

Downstream raw materials:

(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

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