(S)-2-[2-((1S,2R)-2-Amino-1,3-dihydroxy-propyl)-phenylamino]-3-methyl-butyric acid

Base Information

Chemical Name:(S)-2-[2-((1S,2R)-2-Amino-1,3-dihydroxy-propyl)-phenylamino]-3-methyl-butyric acid
CAS No.:444184-05-8
Molecular Formula:C₁₄H₂₂N₂O₄
Molecular Weight:282.34
Hs Code.:

Synonyms:(S)-2-[2-((1S,2R)-2-Amino-1,3-dihydroxy-propyl)-phenylamino]-3-methyl-butyric acid

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Chemical Property of (S)-2-[2-((1S,2R)-2-Amino-1,3-dihydroxy-propyl)-phenylamino]-3-methyl-butyric acid

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Technology Process of (S)-2-[2-((1S,2R)-2-Amino-1,3-dihydroxy-propyl)-phenylamino]-3-methyl-butyric acid

There total 4 articles about (S)-2-[2-((1S,2R)-2-Amino-1,3-dihydroxy-propyl)-phenylamino]-3-methyl-butyric 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: 100.0%

: 444184-15-0
(S)-2-[2-((1S,2R)-2-Benzyloxycarbonylamino-1,3-dihydroxy-propyl)-phenylamino]-3-methyl-butyric acid benzyl ester

: 444184-05-8
(S)-2-[2-((1S,2R)-2-Amino-1,3-dihydroxy-propyl)-phenylamino]-3-methyl-butyric acid

Guidance literature:: With hydrogen; 10percent Pd-C; In ethanol; at 20 ℃; for 24h; under 760.051 Torr;
DOI:10.1021/ol026013u

Reference yield:

: 3422-01-3
tert-butyl phenylcarbamate

: 444184-05-8
(S)-2-[2-((1S,2R)-2-Amino-1,3-dihydroxy-propyl)-phenylamino]-3-methyl-butyric acid

Guidance literature:: Multi-step reaction with 4 steps

1.1: tert-butyllithium / tetrahydrofuran; pentane / 2 h / -78 - -20 °C

1.2: 31 percent / tetrahydrofuran / 5 h / -20 °C

2.1: 49 percent / aq. HCl / tetrahydrofuran / 5 h / 70 °C

3.1: 67 percent / 2,6-lutidine / 1,2-dichloro-ethane / 72 h / 100 °C

4.1: 100 percent / hydrogen / 10percent Pd-C / ethanol / 24 h / 20 °C / 760.05 Torr

With 2,6-dimethylpyridine; hydrogenchloride; hydrogen; tert.-butyl lithium; 10percent Pd-C; In tetrahydrofuran; ethanol; 1,2-dichloro-ethane; pentane;
DOI:10.1021/ol026013u

Reference yield:

: 444184-02-5
[(1R,2S)-2-(2-Amino-phenyl)-2-hydroxy-1-hydroxymethyl-ethyl]-carbamic acid benzyl ester

: 444184-05-8
(S)-2-[2-((1S,2R)-2-Amino-1,3-dihydroxy-propyl)-phenylamino]-3-methyl-butyric acid

Guidance literature:: Multi-step reaction with 2 steps

1: 67 percent / 2,6-lutidine / 1,2-dichloro-ethane / 72 h / 100 °C

2: 100 percent / hydrogen / 10percent Pd-C / ethanol / 24 h / 20 °C / 760.05 Torr

With 2,6-dimethylpyridine; hydrogen; 10percent Pd-C; In ethanol; 1,2-dichloro-ethane;
DOI:10.1021/ol026013u