(2R,3S)-3-hydroxy-2-[methyl-(5-phenylpentoxycarbonyl)-amino]-butanoic acid

Base Information

Chemical Name:(2R,3S)-3-hydroxy-2-[methyl-(5-phenylpentoxycarbonyl)-amino]-butanoic acid
CAS No.:1439367-96-0
Molecular Formula:C₁₇H₂₅NO₅
Molecular Weight:323.389
Hs Code.:

Synonyms:(2R,3S)-3-hydroxy-2-[methyl-(5-phenylpentoxycarbonyl)-amino]-butanoic acid

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Chemical Property of (2R,3S)-3-hydroxy-2-[methyl-(5-phenylpentoxycarbonyl)-amino]-butanoic acid

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Technology Process of (2R,3S)-3-hydroxy-2-[methyl-(5-phenylpentoxycarbonyl)-amino]-butanoic acid

There total 4 articles about (2R,3S)-3-hydroxy-2-[methyl-(5-phenylpentoxycarbonyl)-amino]-butanoic 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: 45.0%

: 1659-31-0
2,2'-dipyridyl carbonate

: 10521-91-2
5-phenylpentan-1-ol

: 1439367-95-9
[(1R,2S)-1-carboxy-2-hydroxy-propyl]-methyl-ammonium toluene-4-sulfonate

: 1439367-96-0
(2R,3S)-3-hydroxy-2-[methyl-(5-phenylpentoxycarbonyl)-amino]-butanoic acid

Guidance literature:: 2,2'-dipyridyl carbonate; 5-phenylpentan-1-ol; With dmap; In dichloromethane; at 20 ℃; for 15h; Inert atmosphere;

[(1R,2S)-1-carboxy-2-hydroxy-propyl]-methyl-ammonium toluene-4-sulfonate; In tetrahydrofuran; dichloromethane; water; at 20 ℃; for 15h; Inert atmosphere;

Reference yield:

: 226067-37-4
(2R,3S)-3-benzyloxy-2-[tert-butoxycarbonyl-(methyl)-amino]-butanoic acid

: 1439367-96-0
(2R,3S)-3-hydroxy-2-[methyl-(5-phenylpentoxycarbonyl)-amino]-butanoic acid

Guidance literature:: Multi-step reaction with 3 steps

1.1: hydrogen; palladium 10% on activated carbon / ethanol / 60 °C / 750.08 Torr

2.1: trifluoroacetic acid / 0.25 h / 0 °C

3.1: dmap / dichloromethane / 15 h / 20 °C / Inert atmosphere

3.2: 15 h / 20 °C

With dmap; palladium 10% on activated carbon; hydrogen; trifluoroacetic acid; In ethanol; dichloromethane;
DOI:10.1021/jm400739u

Reference yield:

: 170872-87-4
(2R,3S)-2-[tert-butoxycarbonyl-(methyl)-amino]-3-hydroxy-butanoic acid

: 1439367-96-0
(2R,3S)-3-hydroxy-2-[methyl-(5-phenylpentoxycarbonyl)-amino]-butanoic acid

Guidance literature:: Multi-step reaction with 2 steps

1.1: trifluoroacetic acid / 0.25 h / 0 °C

2.1: dmap / dichloromethane / 15 h / 20 °C / Inert atmosphere

2.2: 15 h / 20 °C

With dmap; trifluoroacetic acid; In dichloromethane;
DOI:10.1021/jm400739u