(2R,4S,5R)-(+)-Methyl 3-[2-(benzyloxycarbonylamino)acetyl]-5-methyl-2-phenyl-1,3-oxazolidine-4-carboxylate

Base Information

Chemical Name:(2R,4S,5R)-(+)-Methyl 3-[2-(benzyloxycarbonylamino)acetyl]-5-methyl-2-phenyl-1,3-oxazolidine-4-carboxylate
CAS No.:249611-00-5
Molecular Formula:C₂₂H₂₄N₂O₆
Molecular Weight:412.442
Hs Code.:

Synonyms:(2R,4S,5R)-(+)-Methyl 3-[2-(benzyloxycarbonylamino)acetyl]-5-methyl-2-phenyl-1,3-oxazolidine-4-carboxylate

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Chemical Property of (2R,4S,5R)-(+)-Methyl 3-[2-(benzyloxycarbonylamino)acetyl]-5-methyl-2-phenyl-1,3-oxazolidine-4-carboxylate

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Technology Process of (2R,4S,5R)-(+)-Methyl 3-[2-(benzyloxycarbonylamino)acetyl]-5-methyl-2-phenyl-1,3-oxazolidine-4-carboxylate

There total 1 articles about (2R,4S,5R)-(+)-Methyl 3-[2-(benzyloxycarbonylamino)acetyl]-5-methyl-2-phenyl-1,3-oxazolidine-4-carboxylate 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: 77.0%

: 39994-75-7
L-threonine methyl ester hydrochloride

: 100-52-7
benzaldehyde

: 1138-80-3
N-(Benzyloxycarbonyl)glycine

: 249611-00-5
(2R,4S,5R)-(+)-Methyl 3-[2-(benzyloxycarbonylamino)acetyl]-5-methyl-2-phenyl-1,3-oxazolidine-4-carboxylate

Guidance literature:: L-threonine methyl ester hydrochloride; benzaldehyde; With magnesium sulfate; triethylamine; In methanol; at 20 ℃; for 24h;

N-(Benzyloxycarbonyl)glycine; With dicyclohexyl-carbodiimide; In tetrahydrofuran; dichloromethane; at 20 ℃; for 16h;
DOI:10.1055/s-1999-3596

Reference yield: 84.0%

: 249611-00-5
(2R,4S,5R)-(+)-Methyl 3-[2-(benzyloxycarbonylamino)acetyl]-5-methyl-2-phenyl-1,3-oxazolidine-4-carboxylate

: 249611-05-0
(1R,3R,8aS)-(-)-1-Methyl-3-phenyl-1,6,7,8a-tetrahydro[1,3]oxazolo[3,4-a]pyrazine-5,8-dione

Guidance literature:: With hydrogen; palladium on activated charcoal; In methanol; at 20 ℃; for 8h;
DOI:10.1055/s-1999-3596

Reference yield:

: 249611-00-5
(2R,4S,5R)-(+)-Methyl 3-[2-(benzyloxycarbonylamino)acetyl]-5-methyl-2-phenyl-1,3-oxazolidine-4-carboxylate

: (+)-{(3R)-4-Benzyl-3-[(1R)-1-hydroxyethyl]piperazin-1-yl} phenyl ketone

Guidance literature:: Multi-step reaction with 3 steps

1: 84 percent / H₂ / 10 percent Pd/C / methanol / 8 h / 20 °C

2: 76 percent / LiAlH₄ / diethyl ether; tetrahydrofuran / 72 h / Heating

3: diethyl ether; tetrahydrofuran / 24 h / 20 °C

With lithium aluminium tetrahydride; hydrogen; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; 1: Cyclization / 2: Reduction / 3: Acylation;
DOI:10.1055/s-1999-3596