2-<<<(4S,5R)-4-benzyl-2,2-dimethyl-5-oxazolidinyl>methyl>thio>acetic acid

Base Information

Chemical Name:2-<<<(4S,5R)-4-benzyl-2,2-dimethyl-5-oxazolidinyl>methyl>thio>acetic acid
CAS No.:136630-90-5
Molecular Formula:C₂₀H₂₉NO₅S
Molecular Weight:395.52
Hs Code.:

Synonyms:2-<<<(4S,5R)-4-benzyl-2,2-dimethyl-5-oxazolidinyl>methyl>thio>acetic acid

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Chemical Property of 2-<<<(4S,5R)-4-benzyl-2,2-dimethyl-5-oxazolidinyl>methyl>thio>acetic acid

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Technology Process of 2-<<<(4S,5R)-4-benzyl-2,2-dimethyl-5-oxazolidinyl>methyl>thio>acetic acid

There total 6 articles about 2-<<<(4S,5R)-4-benzyl-2,2-dimethyl-5-oxazolidinyl>methyl>thio>acetic 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:

: 13734-34-4
N-tert-butoxycarbonyl-L-phenylalanine

: 136630-90-5
2-<<<(4S,5R)-4-benzyl-2,2-dimethyl-5-oxazolidinyl>methyl>thio>acetic acid

Guidance literature:: Multi-step reaction with 6 steps

1: N-methylmorpholine (NMM) / ethyl acetate / 0.17 h / -10 °C

2: diethyl ether / 3 h / Ambient temperature

3: 47percent aq. HBr / dioxane / 1 h / 0 °C

4: 70 percent / lithium tri-(tert-butoxy)aluminum hydride / diethyl ether / 0.5 h / Ambient temperature

5: 78 percent / p-toluenesulfonic acid / CH₂Cl₂ / 14 h / Ambient temperature

6: 1.) NaOMe, 2.) KI / 1.) MeOH, RT, 30 min, 2.) MeOH, RT, 36 h

With 4-methyl-morpholine; lithium tri-(tert-butoxy)aluminum hydride; hydrogen bromide; sodium methylate; toluene-4-sulfonic acid; potassium iodide; In 1,4-dioxane; diethyl ether; dichloromethane; ethyl acetate;
DOI:10.1021/jm00115a016

Reference yield:

: 60398-41-6
(3S)-tert-butyl 1-benzyl-3-diazo-2-oxopropylcarbamate

: 136630-90-5
2-<<<(4S,5R)-4-benzyl-2,2-dimethyl-5-oxazolidinyl>methyl>thio>acetic acid

Guidance literature:: Multi-step reaction with 4 steps

1: 47percent aq. HBr / dioxane / 1 h / 0 °C

2: 70 percent / lithium tri-(tert-butoxy)aluminum hydride / diethyl ether / 0.5 h / Ambient temperature

3: 78 percent / p-toluenesulfonic acid / CH₂Cl₂ / 14 h / Ambient temperature

4: 1.) NaOMe, 2.) KI / 1.) MeOH, RT, 30 min, 2.) MeOH, RT, 36 h

With lithium tri-(tert-butoxy)aluminum hydride; hydrogen bromide; sodium methylate; toluene-4-sulfonic acid; potassium iodide; In 1,4-dioxane; diethyl ether; dichloromethane;
DOI:10.1021/jm00115a016

Reference yield:

: 68709-71-7
tert-butyl 4-bromo-3-oxo-1-phenylbutan-2-ylcarbamate

: 136630-90-5
2-<<<(4S,5R)-4-benzyl-2,2-dimethyl-5-oxazolidinyl>methyl>thio>acetic acid

Guidance literature:: Multi-step reaction with 3 steps

1: 70 percent / lithium tri-(tert-butoxy)aluminum hydride / diethyl ether / 0.5 h / Ambient temperature

2: 78 percent / p-toluenesulfonic acid / CH₂Cl₂ / 14 h / Ambient temperature

3: 1.) NaOMe, 2.) KI / 1.) MeOH, RT, 30 min, 2.) MeOH, RT, 36 h

With lithium tri-(tert-butoxy)aluminum hydride; sodium methylate; toluene-4-sulfonic acid; potassium iodide; In diethyl ether; dichloromethane;
DOI:10.1021/jm00115a016