methyl (2R,3R)-2-((tert-butyloxycarbonyl)amino)-3-((4-methylbenzyl)thio)-3-phenylpropionic acid

Base Information

Chemical Name:methyl (2R,3R)-2-((tert-butyloxycarbonyl)amino)-3-((4-methylbenzyl)thio)-3-phenylpropionic acid
CAS No.:136620-84-3
Molecular Formula:C₂₃H₂₉NO₄S
Molecular Weight:415.554
Hs Code.:

Synonyms:methyl (2R,3R)-2-((tert-butyloxycarbonyl)amino)-3-((4-methylbenzyl)thio)-3-phenylpropionic acid

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Chemical Property of methyl (2R,3R)-2-((tert-butyloxycarbonyl)amino)-3-((4-methylbenzyl)thio)-3-phenylpropionic acid

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Technology Process of methyl (2R,3R)-2-((tert-butyloxycarbonyl)amino)-3-((4-methylbenzyl)thio)-3-phenylpropionic acid

There total 17 articles about methyl (2R,3R)-2-((tert-butyloxycarbonyl)amino)-3-((4-methylbenzyl)thio)-3-phenylpropionic 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: 79.0%

: 104-81-4
4-Methylbenzyl bromide

: 136620-83-2
methyl (2R,3R)-3-(acetylthio)-2-((tert-butyloxycarbonyl)amino)-3-phenylpropionate

: 136620-84-3
methyl (2R,3R)-2-((tert-butyloxycarbonyl)amino)-3-((4-methylbenzyl)thio)-3-phenylpropionic acid

Guidance literature:: With sodium hydroxide; In methanol; for 0.333333h;
DOI:10.1021/jo00038a048

Reference yield: 79.0%

: 104-81-4
4-Methylbenzyl bromide

: 136620-77-4
methyl (2R,3S)-3-(acetylthio)-2-((tert-butoxycarbonyl)amino)-3-phenylpropionate

: 136620-84-3
(2R,3S)-2-((tert-butoxycarbonyl)amino)-3-((4-methylbenzyl)thio)-3-phenylpropionic acid

Guidance literature:: With sodium hydroxide; In methanol; for 3h; Ambient temperature;
DOI:10.1021/jo00038a048

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: 136620-84-3
methyl (2R,3R)-2-((tert-butyloxycarbonyl)amino)-3-((4-methylbenzyl)thio)-3-phenylpropionic acid

Guidance literature:: Multi-step reaction with 4 steps

1: 98 percent / H₂ / 10percent Pd-C / ethyl acetate / 2 h / Ambient temperature

2: NEt₃ / CH₂Cl₂ / 0.33 h / 0 °C

3: 69 percent / dimethylformamide / 20 h / Ambient temperature

4: 79 percent / aq. NaOH / methanol / 0.33 h

With sodium hydroxide; hydrogen; triethylamine; palladium on activated charcoal; In methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/jo00038a048