(2S,3R)-2-<<(1,1-dimethylethoxy)carbonyl>amino>-3,4-bis(phenylmethoxy)-4-oxobutanoic acid

Base Information

Chemical Name:(2S,3R)-2-<<(1,1-dimethylethoxy)carbonyl>amino>-3,4-bis(phenylmethoxy)-4-oxobutanoic acid
CAS No.:129786-69-2
Molecular Formula:C₂₃H₂₇NO₇
Molecular Weight:429.47
Hs Code.:

Synonyms:(2S,3R)-2-<<(1,1-dimethylethoxy)carbonyl>amino>-3,4-bis(phenylmethoxy)-4-oxobutanoic acid

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Chemical Property of (2S,3R)-2-<<(1,1-dimethylethoxy)carbonyl>amino>-3,4-bis(phenylmethoxy)-4-oxobutanoic acid

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Technology Process of (2S,3R)-2-<<(1,1-dimethylethoxy)carbonyl>amino>-3,4-bis(phenylmethoxy)-4-oxobutanoic acid

There total 7 articles about (2S,3R)-2-<<(1,1-dimethylethoxy)carbonyl>amino>-3,4-bis(phenylmethoxy)-4-oxobutanoic 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: 74.0%

: 129786-73-8
(2S,3R)-4-hydroxy-3-<<(1,1-dimethylethoxy)carbonyl>amino>-2-(phenylmethoxy)butanoic acid phenylmethyl ester

: 129786-69-2
(2S,3R)-2-<<(1,1-dimethylethoxy)carbonyl>amino>-3,4-bis(phenylmethoxy)-4-oxobutanoic acid

Guidance literature:: With chromic acid; In diethyl ether; for 3h;
DOI:10.1021/jo00313a015

Reference yield:

: 100-39-0
benzyl bromide

: 129786-69-2
(2S,3R)-2-<<(1,1-dimethylethoxy)carbonyl>amino>-3,4-bis(phenylmethoxy)-4-oxobutanoic acid

Guidance literature:: Multi-step reaction with 6 steps

1: 1) NaH (50percent in mineral oil) / dimethylformamide / 2 h / Ambient temperature

2: H₂O / dimethylformamide / 0.75 h / Ambient temperature

3: NaIO₄, RuCl₃*H₂O, H₂O / acetonitrile; CCl₄ / 1 h / Ambient temperature

4: K₂CO₃ / dimethylformamide / 16 h

5: 73 percent / H₂O, p-toluenesulfonic acid monohydrate / methanol / 18 h / Heating

6: 74 percent / chromic acid / diethyl ether / 3 h

With ruthenium trichloride; sodium periodate; water; chromic acid; sodium hydride; potassium carbonate; toluene-4-sulfonic acid; In methanol; tetrachloromethane; diethyl ether; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jo00313a015

Reference yield:

: 129786-70-5
(4R)-4-((1R)-1-hydroxy-3-trimethylsilanyl-prop-2-ynyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

: 129786-69-2
(2S,3R)-2-<<(1,1-dimethylethoxy)carbonyl>amino>-3,4-bis(phenylmethoxy)-4-oxobutanoic acid

Guidance literature:: Multi-step reaction with 6 steps

1: 1) NaH (50percent in mineral oil) / dimethylformamide / 2 h / Ambient temperature

2: H₂O / dimethylformamide / 0.75 h / Ambient temperature

3: NaIO₄, RuCl₃*H₂O, H₂O / acetonitrile; CCl₄ / 1 h / Ambient temperature

4: K₂CO₃ / dimethylformamide / 16 h

5: 73 percent / H₂O, p-toluenesulfonic acid monohydrate / methanol / 18 h / Heating

6: 74 percent / chromic acid / diethyl ether / 3 h

With ruthenium trichloride; sodium periodate; water; chromic acid; sodium hydride; potassium carbonate; toluene-4-sulfonic acid; In methanol; tetrachloromethane; diethyl ether; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jo00313a015