(S)-2-(tert-butoxycarbonylamino)-3-(3-(methylsulfonyl)phenyl) propanoic acid

Base Information

• Chemical Name: (S)-2-(tert-butoxycarbonylamino)-3-(3-(methylsulfonyl)phenyl) propanoic acid
• CAS No.: 1289646-76-9
• Molecular Formula: C₁₅H₂₁NO₆S
• Molecular Weight: 343.401
• Mol file: 1289646-76-9.mol

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

Chemical Property of (S)-2-(tert-butoxycarbonylamino)-3-(3-(methylsulfonyl)phenyl) propanoic acid

Chemical Property:

• Boiling Point: 572.6±50.0 °C(Predicted)
• PKA: 3.74±0.10(Predicted)
• Density: 1.269±0.06 g/cm3(Predicted)

Purity/Quality:

97% ^*data from raw suppliers

N-Boc-3-(methylsulfonyl)-L-phenylalanine 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-(tert-butoxycarbonylamino)-3-(3-(methylsulfonyl)phenyl) propanoic acid

There total 4 articles about (S)-2-(tert-butoxycarbonylamino)-3-(3-(methylsulfonyl)phenyl) propanoic 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%

(2S)-3-(3-bromophenyl)-2-[(tert-butoxycarbonyl)amino]propanoic acid (82278-73-7) + sodium methansulfinate (20277-69-4) → (S)-2-((tert-butoxycarbonyl)amino)-3-((3-methylsulfonyl)phenyl)propanol (1289646-76-9)

Guidance literature:

With copper(l) iodide; caesium carbonate; dimethyl sulfoxide; L-proline; at 110 ℃; for 16h; Inert atmosphere;

Reference yield: 96.0%

(2S)-3-(3-bromophenyl)-2-[(tert-butoxycarbonyl)amino]propanoic acid (82278-73-7) + dimethylsulfone (67-71-0) → (S)-2-((tert-butoxycarbonyl)amino)-3-((3-methylsulfonyl)phenyl)propanol (1289646-76-9)

Guidance literature:

With copper(l) iodide; sodium methansulfinate; caesium carbonate; L-proline; In dimethyl sulfoxide; at 95 - 100 ℃; for 9h; Reagent/catalyst; Temperature;

Reference yield:

(S)-2-amino-3-(3-bromophenyl)propanoic acid (82311-69-1,99295-78-0) → (S)-2-((tert-butoxycarbonyl)amino)-3-((3-methylsulfonyl)phenyl)propanol (1289646-76-9)

Guidance literature:

Multi-step reaction with 2 steps

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

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

With copper(l) iodide; sodium hydrogencarbonate; caesium carbonate; L-proline; In 1,4-dioxane; water; dimethyl sulfoxide;

DOI:10.1021/ml2002482

upstream raw materials:

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

sodium methansulfinate

di-tert-butyl dicarbonate

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

Downstream raw materials:

(2S)-2-amino-3-(3-(methanesulfonyl)phenyl)propionic acid benzyl ester hydrochloride

C₄₆H₄₀Cl₂N₂O₅S

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