(2R,3S)-3-(benzyloxycarbonylamino)-4-hydroxy-2-methylbutanoic acid methyl ester

Base Information

Chemical Name:(2R,3S)-3-(benzyloxycarbonylamino)-4-hydroxy-2-methylbutanoic acid methyl ester
CAS No.:349148-40-9
Molecular Formula:C₁₄H₁₉NO₅
Molecular Weight:281.309
Hs Code.:

Synonyms:(2R,3S)-3-(benzyloxycarbonylamino)-4-hydroxy-2-methylbutanoic acid methyl ester

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Chemical Property of (2R,3S)-3-(benzyloxycarbonylamino)-4-hydroxy-2-methylbutanoic acid methyl ester

Chemical Property:

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Technology Process of (2R,3S)-3-(benzyloxycarbonylamino)-4-hydroxy-2-methylbutanoic acid methyl ester

There total 6 articles about (2R,3S)-3-(benzyloxycarbonylamino)-4-hydroxy-2-methylbutanoic acid methyl 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:

: (2S,3R)-2-Benzyloxycarbonylamino-3-methyl-succinic acid 1-(2,5-dioxo-pyrrolidin-1-yl) ester 4-methyl ester

: 349148-40-9
(2R,3S)-3-(benzyloxycarbonylamino)-4-hydroxy-2-methylbutanoic acid methyl ester

Guidance literature:: With sodium tetrahydroborate; In tetrahydrofuran; at 0 - 20 ℃; for 18h;
DOI:10.1021/jo0014055

Reference yield:

: 130622-08-1,55747-84-7
dimethyl N-tert-butoxycarbonyl-L-aspartate

: 349148-40-9
(2R,3S)-3-(benzyloxycarbonylamino)-4-hydroxy-2-methylbutanoic acid methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: LiHMDS / tetrahydrofuran; hexane / 2 h / -78 °C

1.2: 38 percent / tetrahydrofuran; hexane / 6 h

2.1: acetyl chloride / methanol / 3 h / 0 °C

2.2: CuCO₃*Cu(OH)2 / H₂O / 3 h / 70 °C

3.1: Na₂CO₃ / H₂O / 4 h / 20 °C

4.1: DCC / 1,2-dimethoxy-ethane

5.1: NaBH₄ / tetrahydrofuran / 18 h / 0 - 20 °C

With sodium tetrahydroborate; sodium carbonate; acetyl chloride; dicyclohexyl-carbodiimide; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; hexane; water;
DOI:10.1021/jo0014055

Reference yield:

: 501-53-1,94274-21-2
benzyl chloroformate

: 349148-40-9
(2R,3S)-3-(benzyloxycarbonylamino)-4-hydroxy-2-methylbutanoic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: Na₂CO₃ / H₂O / 4 h / 20 °C

2: DCC / 1,2-dimethoxy-ethane

3: NaBH₄ / tetrahydrofuran / 18 h / 0 - 20 °C

With sodium tetrahydroborate; sodium carbonate; dicyclohexyl-carbodiimide; In tetrahydrofuran; 1,2-dimethoxyethane; water;
DOI:10.1021/jo0014055