(2R,4S,5R)-(+)-Methyl 3-(2-chloroacetyl)-5-methyl-2-phenyl-1,3-oxazolidine-4-carboxylate

Base Information

• Chemical Name: (2R,4S,5R)-(+)-Methyl 3-(2-chloroacetyl)-5-methyl-2-phenyl-1,3-oxazolidine-4-carboxylate
• CAS No.: 249610-98-8
• Molecular Formula: C₁₄H₁₆ClNO₄
• Molecular Weight: 297.738
• Mol file: 249610-98-8.mol

Synonyms:(2R,4S,5R)-(+)-Methyl 3-(2-chloroacetyl)-5-methyl-2-phenyl-1,3-oxazolidine-4-carboxylate

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 1 articles about (2R,4S,5R)-(+)-Methyl 3-(2-chloroacetyl)-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: 55.0%

L-threonine methyl ester hydrochloride (39994-75-7) + benzaldehyde (100-52-7) + chloroacetyl chloride (79-04-9) → (2R,4S,5R)-(+)-Methyl 3-(2-chloroacetyl)-5-methyl-2-phenyl-1,3-oxazolidine-4-carboxylate (249610-98-8) + (2S,4S,5R)-(-)-Methyl 3-(2-chloroacetyl)-5-methyl-2-phenyl-1,3-oxazolidine-4-carboxylate (249610-99-9)

Guidance literature:

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

chloroacetyl chloride; With triethylamine; In dichloromethane; at -5 - 20 ℃; for 17h;

DOI:10.1055/s-1999-3596

Reference yield: 94.0%

(2R,4S,5R)-(+)-Methyl 3-(2-chloroacetyl)-5-methyl-2-phenyl-1,3-oxazolidine-4-carboxylate (249610-98-8) → (2R,4S,5R)-(-)-Methyl 3-(2-azidoacetyl)-5-methyl-2-phenyl-1,3-oxazolidine-4-carboxylate (249611-01-6)

Guidance literature:

With sodium azide; In dimethyl sulfoxide; at 60 ℃; for 24h;

DOI:10.1055/s-1999-3596

Reference yield: 82.0%

N-butylamine (109-73-9,85404-21-3) + (2R,4S,5R)-(+)-Methyl 3-(2-chloroacetyl)-5-methyl-2-phenyl-1,3-oxazolidine-4-carboxylate (249610-98-8) → (1R,3R,8aS)-(-)-7-Butyl-1-methyl-3-phenyl-1,6,7,8a-tetrahydro[1,3]oxazolo[3,4-a]pyrazine-5,8-dione (249611-07-2)

Guidance literature:

In dimethyl sulfoxide; at 60 ℃; for 48h;

DOI:10.1055/s-1999-3596

upstream raw materials:

L-threonine methyl ester hydrochloride

benzaldehyde

chloroacetyl chloride

Downstream raw materials:

(1R,3R,8aS)-(-)-7-Butyl-1-methyl-3-phenyl-1,6,7,8a-tetrahydro[1,3]oxazolo[3,4-a]pyrazine-5,8-dione

(2R,4S,5R)-Methyl 3-(2-anilinoacetyl)-5-methyl-2-phenyl-1,3-oxazolidine-4-carboxylate

(1R,3R,8aS)-(+)-7-Benzyl-1-methyl-3-phenyl-1,6,7,8a-tetrahydro[1,3]oxazolo[3,4-a]pyrazine-5,8-dione

(2R,4S,5R)-(-)-Methyl 3-(2-azidoacetyl)-5-methyl-2-phenyl-1,3-oxazolidine-4-carboxylate