(S)-(2-hydroxy-1-hydroxymethyl-1,2-dimethylpropyl)carbamic acid benzyl ester

Base Information

• Chemical Name: (S)-(2-hydroxy-1-hydroxymethyl-1,2-dimethylpropyl)carbamic acid benzyl ester
• CAS No.: 530113-20-3
• Molecular Formula: C₁₄H₂₁NO₄
• Molecular Weight: 267.325

Synonyms:(S)-(2-hydroxy-1-hydroxymethyl-1,2-dimethylpropyl)carbamic acid benzyl ester

Chemical Property of (S)-(2-hydroxy-1-hydroxymethyl-1,2-dimethylpropyl)carbamic acid benzyl ester

Chemical Property:

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Technology Process of (S)-(2-hydroxy-1-hydroxymethyl-1,2-dimethylpropyl)carbamic acid benzyl ester

There total 2 articles about (S)-(2-hydroxy-1-hydroxymethyl-1,2-dimethylpropyl)carbamic acid benzyl ester 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: 74.0%

benzyl chloroformate (501-53-1,94274-21-2) + (S)-2-Amino-2,3-dimethyl-butane-1,3-diol → (S)-(2-hydroxy-1-hydroxymethyl-1,2-dimethylpropyl)carbamic acid benzyl ester (530113-20-3)

Guidance literature:

With sodium carbonate; In tetrahydrofuran; water; at 20 ℃; for 15h;

DOI:10.1016/S0957-4166(02)00828-5

Reference yield:

(S)-N-(tert-butoxycarbonyl)-4-(1-hydroxy-1-methylethyl)-2,2,4-trimethyloxazolidine (530113-17-8) → (S)-(2-hydroxy-1-hydroxymethyl-1,2-dimethylpropyl)carbamic acid benzyl ester (530113-20-3)

Guidance literature:

Multi-step reaction with 2 steps

1: HCl / H₂O; tetrahydrofuran / 2 h / 25 °C

2: 74 percent / Na₂CO₃*10H₂O / H₂O; tetrahydrofuran / 15 h / 20 °C

With hydrogenchloride; sodium carbonate; In tetrahydrofuran; water;

DOI:10.1016/S0957-4166(02)00828-5

Reference yield:

(S)-(2-hydroxy-1-hydroxymethyl-1,2-dimethylpropyl)carbamic acid benzyl ester (530113-20-3) → (R)-2-Benzyloxycarbonylamino-3-hydroxy-2,3-dimethyl-butyric acid

Guidance literature:

With jones' reagent; In acetone; at 0 - 20 ℃; for 6.08333h;

DOI:10.1016/S0957-4166(02)00828-5

upstream raw materials:

benzyl chloroformate

(S)-N-(tert-butoxycarbonyl)-4-(1-hydroxy-1-methylethyl)-2,2,4-trimethyloxazolidine

Downstream raw materials:

(R)-2-amino-3-hydroxy-2,3-dimethylbutyric acid

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