3-Oxazolidinecarboxylic acid, 4-[(1R)-3-[[(1S)-2-methoxy-2-oxo-1-(phenylmethyl)ethyl][(phenylmethoxy )carbonyl]amino]-1-methylpropyl]-2,2-dimethyl-, 1,1-dimethylethyl ester, (4S)-

Base Information

Chemical Name:3-Oxazolidinecarboxylic acid, 4-[(1R)-3-[[(1S)-2-methoxy-2-oxo-1-(phenylmethyl)ethyl][(phenylmethoxy )carbonyl]amino]-1-methylpropyl]-2,2-dimethyl-, 1,1-dimethylethyl ester, (4S)-
CAS No.:402925-42-2
Molecular Formula:C32H44N2O7
Molecular Weight:568.711
Hs Code.:

3-Oxazolidinecarboxylic acid,
4-[(1R)-3-[[(1S)-2-methoxy-2-oxo-1-(phenylmethyl)ethyl][(phenylmethoxy
)carbonyl]amino]-1-methylpropyl]-2,2-dimethyl-, 1,1-dimethylethyl ester,
(4S)-

Synonyms:

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Chemical Property of 3-Oxazolidinecarboxylic acid, 4-[(1R)-3-[[(1S)-2-methoxy-2-oxo-1-(phenylmethyl)ethyl][(phenylmethoxy )carbonyl]amino]-1-methylpropyl]-2,2-dimethyl-, 1,1-dimethylethyl ester, (4S)-

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Technology Process of 3-Oxazolidinecarboxylic acid, 4-[(1R)-3-[[(1S)-2-methoxy-2-oxo-1-(phenylmethyl)ethyl][(phenylmethoxy )carbonyl]amino]-1-methylpropyl]-2,2-dimethyl-, 1,1-dimethylethyl ester, (4S)-

There total 6 articles about 3-Oxazolidinecarboxylic acid, 4-[(1R)-3-[[(1S)-2-methoxy-2-oxo-1-(phenylmethyl)ethyl][(phenylmethoxy )carbonyl]amino]-1-methylpropyl]-2,2-dimethyl-, 1,1-dimethylethyl ester, (4S)- 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: 85.0%

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

: 402925-41-1
(4S,1'R,1''S)-4-[3'-(1''-methoxycarbonyl-2''-phenyl-ethylamino)-1'-methylpropyl]-2,2-dimethyloxazolidine-3-carboxylic acid tert-butyl ester

: 402925-42-2
(4S,1'R,1''S)-4-{3'-[benzyloxycarbonyl-(1''-methoxycarbonyl-2''-phenylethyl)amino]-1'-methylpropyl}-2,2-dimethyloxazolidine-3-carboxylic acid tert-butyl ester

Guidance literature:: With sodium carbonate; In tetrahydrofuran; water; at 20 ℃; for 1h;
DOI:10.1016/S0040-4039(01)01847-0 DOI:10.1021/jo050736k

Reference yield:

: 2577-90-4
methyl (2S)-2-amino-3-phenylpropanoate

: 402925-42-2
(4S,1'R,1''S)-4-{3'-[benzyloxycarbonyl-(1''-methoxycarbonyl-2''-phenylethyl)amino]-1'-methylpropyl}-2,2-dimethyloxazolidine-3-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 90 percent / sodium triacetoxyborohydride / tetrahydrofuran / 15 h / 20 °C

2: 85 percent / Na₂CO₃ / tetrahydrofuran; H₂O / 1 h / 20 °C

With sodium tris(acetoxy)borohydride; sodium carbonate; In tetrahydrofuran; water;
DOI:10.1021/jo050736k

Reference yield:

: 131713-28-5
(1'R,4S)-4-(2'-ethoxycarbonyl-1'-methyl-ethyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

: 402925-42-2
(4S,1'R,1''S)-4-{3'-[benzyloxycarbonyl-(1''-methoxycarbonyl-2''-phenylethyl)amino]-1'-methylpropyl}-2,2-dimethyloxazolidine-3-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 98 percent / lithium aluminum hydride / tetrahydrofuran / 2 h / 20 °C

2: 96 percent / oxalyl chloride; DMSO; Et₃N / CH₂Cl₂ / -78 - 20 °C

3: 90 percent / sodium triacetoxyborohydride / tetrahydrofuran / 15 h / 20 °C

4: 85 percent / Na₂CO₃ / tetrahydrofuran; H₂O / 1 h / 20 °C

With lithium aluminium tetrahydride; oxalyl dichloride; sodium tris(acetoxy)borohydride; sodium carbonate; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; dichloromethane; water; 2: Swern oxidation;
DOI:10.1021/jo050736k