(S)-2-<(tert-butoxycarbonyl)amino>-3-<(p-methoxyphenyl)thio>propionic acid

Base Information

• Chemical Name: (S)-2-<(tert-butoxycarbonyl)amino>-3-<(p-methoxyphenyl)thio>propionic acid
• CAS No.: 172882-73-4
• Molecular Formula: C₁₅H₂₁NO₅S
• Molecular Weight: 327.401

Synonyms:(S)-2-<(tert-butoxycarbonyl)amino>-3-<(p-methoxyphenyl)thio>propionic acid

Chemical Property of (S)-2-<(tert-butoxycarbonyl)amino>-3-<(p-methoxyphenyl)thio>propionic acid

Chemical Property:

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Technology Process of (S)-2-<(tert-butoxycarbonyl)amino>-3-<(p-methoxyphenyl)thio>propionic acid

There total 3 articles about (S)-2-<(tert-butoxycarbonyl)amino>-3-<(p-methoxyphenyl)thio>propionic 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: 99.0%

(S)-methyl 2-<(tert-butoxycarbonyl)amino>-3-<(p-methoxyphenyl)thio>propiolate (172882-75-6) → (S)-2-<(tert-butoxycarbonyl)amino>-3-<(p-methoxyphenyl)thio>propionic acid (172882-73-4)

Guidance literature:

With lithium hydroxide; In 1,4-dioxane; for 8h; Ambient temperature;

DOI:10.1021/jm950576c

Reference yield:

4-Methoxybenzenethiol (696-63-9) → (S)-2-<(tert-butoxycarbonyl)amino>-3-<(p-methoxyphenyl)thio>propionic acid (172882-73-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) NaH / 1.) DMF, 0 deg C, 20 min, 2.) DMF, 0 deg C, 2 h

2: 99 percent / 0.5 M aq. LiOH / dioxane / 8 h / Ambient temperature

With lithium hydroxide; sodium hydride; In 1,4-dioxane;

DOI:10.1021/jm950576c

Reference yield:

methyl N-(tert-butoxycarbonyl)-O-[(4-methylphenyl)sulfonyl]-D-serinate (126645-21-4) → (S)-2-<(tert-butoxycarbonyl)amino>-3-<(p-methoxyphenyl)thio>propionic acid (172882-73-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) NaH / 1.) DMF, 0 deg C, 20 min, 2.) DMF, 0 deg C, 2 h

2: 99 percent / 0.5 M aq. LiOH / dioxane / 8 h / Ambient temperature

With lithium hydroxide; sodium hydride; In 1,4-dioxane;

DOI:10.1021/jm950576c

upstream raw materials:

(S)-methyl 2-<(tert-butoxycarbonyl)amino>-3-<(p-methoxyphenyl)thio>propiolate

4-Methoxybenzenethiol

methyl N-(tert-butoxycarbonyl)-O-[(4-methylphenyl)sulfonyl]-D-serinate

Downstream raw materials:

(S)-N-(1S,2R)-<3-<2-<<(1,1-dimethylethyl)amino>carbonyl>phenyl>-2-hydroxy-1-(phenylmethyl)propyl>-2-<(methylsulfonyl)amino>-3-<(p-methoxyphenyl)thio>propanamide

2-{(2R,3S)-3-[(S)-2-Amino-3-(4-methoxy-phenylsulfanyl)-propionylamino]-2-hydroxy-4-phenyl-butyl}-N-tert-butyl-benzamide

(S)-N-(1S,2R)-<3-<2-<<(1,1-dimethylethyl)amino>carbonyl>phenyl>-2-hydroxy-1-(phenylmethyl)propyl>-2-<(tert-butoxycarbonyl)amino>-3-<(p-methoxyphenyl)thio>propanamide

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