benzyl (S)-2-amino-3-(3-(methylsulfonyl)phenyl)propanoate

Base Information

• Chemical Name: benzyl (S)-2-amino-3-(3-(methylsulfonyl)phenyl)propanoate
• CAS No.: 1194550-59-8
• Molecular Formula: C17H19NO4S
• Molecular Weight: 369.869
• Hs Code.: 2921199990
• Mol file: 1194550-59-8.mol

Synonyms:benzyl (S)-2-amino-3-(3-(methylsulfonyl)phenyl)propanoate;(S)-benzyl 2-amino-3-(3-(methylsulfonyl)phenyl)propanoate hydrochloride;(S)-2-amino-3-(3-(methylsulfonyl)phenyl)propanoate;L-Phenylalanine, 3-(methylsulfonyl)-, phenylmethyl ester, hydrochloride (1:1);3-(Methylsulfonyl)-L-phenylalanine phenylmethyl ester hydrochloride (1:1)

Chemical Property of benzyl (S)-2-amino-3-(3-(methylsulfonyl)phenyl)propanoate

Chemical Property:

• PSA: 94.84000
• LogP: 4.28640
• Storage Temp.: Inert atmosphere,Room Temperature

Purity/Quality:

99% ^*data from raw suppliers

(S)-Benzyl2-Amino-3-(3-(methylsulfonyl)phenyl)propanoateHydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: (S)-Benzyl 2-Amino-3-(3-(methylsulfonyl)phenyl)propanoate Hydrochloride is a reagent in the development of potent LFA-1/ICAM antagonist SAR 118 as an opthalmic solution for treating dry eyes. Preparation of crystalline isoquinoline derivative as LFA-1 inhibitors.

Technology Process of benzyl (S)-2-amino-3-(3-(methylsulfonyl)phenyl)propanoate

There total 4 articles about benzyl (S)-2-amino-3-(3-(methylsulfonyl)phenyl)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: 94.0%

(S)-benzyl 2-((tert-butoxycarbonyl)amino)-3-((3-methylsulfonyl)phenyl)propionate (1289646-78-1) → (2S)-2-amino-3-(3-(methanesulfonyl)phenyl)propionic acid benzyl ester hydrochloride (1194550-59-8,2049127-88-8)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; dichloromethane; water; at 0 ℃;

DOI:10.1021/ml2002482

Reference yield:

(S)-2-((tert-butoxycarbonyl)amino)-3-((3-methylsulfonyl)phenyl)propanol (1289646-76-9) → (2S)-2-amino-3-(3-(methanesulfonyl)phenyl)propionic acid benzyl ester hydrochloride (1194550-59-8,2049127-88-8)

Guidance literature:

Multi-step reaction with 2 steps

1: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 20 °C

2: hydrogenchloride / 1,4-dioxane; dichloromethane; water / 0 °C

With hydrogenchloride; dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In 1,4-dioxane; dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1021/ml2002482

Reference yield:

(S)-2-amino-3-(3-bromophenyl)propanoic acid (82311-69-1,99295-78-0) → (2S)-2-amino-3-(3-(methanesulfonyl)phenyl)propionic acid benzyl ester hydrochloride (1194550-59-8,2049127-88-8)

Guidance literature:

Multi-step reaction with 4 steps

1: sodium hydrogencarbonate / 1,4-dioxane; water / 20 °C

2: copper(l) iodide; caesium carbonate; L-proline / dimethyl sulfoxide / 9 h / 100 °C

3: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 20 °C

4: hydrogenchloride / 1,4-dioxane; dichloromethane; water / 0 °C

With hydrogenchloride; dmap; copper(l) iodide; sodium hydrogencarbonate; caesium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; L-proline; In 1,4-dioxane; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide;

DOI:10.1021/ml2002482

upstream raw materials:

(2S)-3-(3-bromophenyl)-2-[(tert-butoxycarbonyl)amino]propanoic acid

(S)-2-((tert-butoxycarbonyl)amino)-3-((3-methylsulfonyl)phenyl)propanol

(S)-benzyl 2-((tert-butoxycarbonyl)amino)-3-((3-methylsulfonyl)phenyl)propionate

(S)-2-amino-3-(3-bromophenyl)propanoic acid

Downstream raw materials:

benzyl (S)-2-(5,7-dichloro-1,2,3,4-tetrahydroisoquinoline-6-carboxamido)-3-[3-(methylsulfonyl)phenyl]propanoate hydrochloride

((S)-benzyl 2-(2-(benzofuran-6-carbonyl)-5,7-dichloro-1,2,3,4-tetrahydroisoquinoline-6-carboxamido)-3-(3-methylsulfonyl)phenyl)propanoate

(S)-2-(2-(benzofuran-6-carbonyl)-5,7-dichloro-1,2,3,4-tetrahydroisoquinoline-6-carboxamido)-3-(3-(methylsulfonyl)phenyl)propanoic acid

C₄₆H₄₀Cl₂N₂O₅S