(4R,5S)-5-{(S)-1-[((1S,2R)-2-Hydroxy-1-methoxycarbonyl-propyl)-methyl-carbamoyl]-ethyl}-4-methyl-2-phenyl-oxazolidine-3-carboxylic acid tert-butyl ester

Base Information

Chemical Name:(4R,5S)-5-{(S)-1-[((1S,2R)-2-Hydroxy-1-methoxycarbonyl-propyl)-methyl-carbamoyl]-ethyl}-4-methyl-2-phenyl-oxazolidine-3-carboxylic acid tert-butyl ester
CAS No.:197146-87-5
Molecular Formula:C₂₄H₃₆N₂O₇
Molecular Weight:464.559
Hs Code.:

(4R,5S)-5-{(S)-1-[((1S,2R)-2-Hydroxy-1-methoxycarbonyl-propyl)-methyl-carbamoyl]-ethyl}-4-methyl-2-phenyl-oxazolidine-3-carboxylic acid tert-butyl ester

Synonyms:(4R,5S)-5-{(S)-1-[((1S,2R)-2-Hydroxy-1-methoxycarbonyl-propyl)-methyl-carbamoyl]-ethyl}-4-methyl-2-phenyl-oxazolidine-3-carboxylic acid tert-butyl ester

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Chemical Property of (4R,5S)-5-{(S)-1-[((1S,2R)-2-Hydroxy-1-methoxycarbonyl-propyl)-methyl-carbamoyl]-ethyl}-4-methyl-2-phenyl-oxazolidine-3-carboxylic acid tert-butyl ester

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Technology Process of (4R,5S)-5-{(S)-1-[((1S,2R)-2-Hydroxy-1-methoxycarbonyl-propyl)-methyl-carbamoyl]-ethyl}-4-methyl-2-phenyl-oxazolidine-3-carboxylic acid tert-butyl ester

There total 7 articles about (4R,5S)-5-{(S)-1-[((1S,2R)-2-Hydroxy-1-methoxycarbonyl-propyl)-methyl-carbamoyl]-ethyl}-4-methyl-2-phenyl-oxazolidine-3-carboxylic acid tert-butyl 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: 56.0%

: 95599-23-8
N-methyl-L-threonine methyl ester

: 197146-86-4
(4R,5S)-5-((S)-1-Carboxy-ethyl)-4-methyl-2-phenyl-oxazolidine-3-carboxylic acid tert-butyl ester

: 197146-87-5
(4R,5S)-5-{(S)-1-[((1S,2R)-2-Hydroxy-1-methoxycarbonyl-propyl)-methyl-carbamoyl]-ethyl}-4-methyl-2-phenyl-oxazolidine-3-carboxylic acid tert-butyl ester

Guidance literature:: With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; at 25 ℃; for 12h;
DOI:10.1016/S0968-0896(97)00107-7

Reference yield:

: 3373-59-9
L-threonine methyl ester

: 197146-87-5
(4R,5S)-5-{(S)-1-[((1S,2R)-2-Hydroxy-1-methoxycarbonyl-propyl)-methyl-carbamoyl]-ethyl}-4-methyl-2-phenyl-oxazolidine-3-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: methanol / 1 h / 25 °C

2: NaBH₄ / methanol / 0.25 h / 0 °C

3: 93 percent / NaBH₃CN, HOAc / acetonitrile / 0.5 h / 25 °C

4: 80 percent / H₂ / 10percent Pd/C / methanol / 1.5 h / 25 °C / 760 Torr

5: 56 percent / EDCI, HOBt / dimethylformamide / 12 h / 25 °C

With sodium tetrahydroborate; hydrogen; sodium cyanoborohydride; benzotriazol-1-ol; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; palladium on activated charcoal; In methanol; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/S0968-0896(97)00107-7

Reference yield:

: 40216-78-2
(2S,3R)-3-Hydroxy-2-{[1-phenyl-meth-(E)-ylidene]-amino}-butyric acid methyl ester

: 197146-87-5
(4R,5S)-5-{(S)-1-[((1S,2R)-2-Hydroxy-1-methoxycarbonyl-propyl)-methyl-carbamoyl]-ethyl}-4-methyl-2-phenyl-oxazolidine-3-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: NaBH₄ / methanol / 0.25 h / 0 °C

2: 93 percent / NaBH₃CN, HOAc / acetonitrile / 0.5 h / 25 °C

3: 80 percent / H₂ / 10percent Pd/C / methanol / 1.5 h / 25 °C / 760 Torr

4: 56 percent / EDCI, HOBt / dimethylformamide / 12 h / 25 °C

With sodium tetrahydroborate; hydrogen; sodium cyanoborohydride; benzotriazol-1-ol; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; palladium on activated charcoal; In methanol; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/S0968-0896(97)00107-7