Methyl (2S,4S)-2-Chloro-2-oxo-(syn)-3-benzyl-1,3,2-oxazaphospholidine-4-carboxylate

Base Information

• Chemical Name: Methyl (2S,4S)-2-Chloro-2-oxo-(syn)-3-benzyl-1,3,2-oxazaphospholidine-4-carboxylate
• CAS No.: 123621-73-8
• Molecular Formula: C₁₁H₁₃ClNO₄P
• Molecular Weight: 289.655
• Mol file: 123621-73-8.mol

Synonyms:Methyl (2S,4S)-2-Chloro-2-oxo-(syn)-3-benzyl-1,3,2-oxazaphospholidine-4-carboxylate

Chemical Property of Methyl (2S,4S)-2-Chloro-2-oxo-(syn)-3-benzyl-1,3,2-oxazaphospholidine-4-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Methyl (2S,4S)-2-Chloro-2-oxo-(syn)-3-benzyl-1,3,2-oxazaphospholidine-4-carboxylate

There total 5 articles about Methyl (2S,4S)-2-Chloro-2-oxo-(syn)-3-benzyl-1,3,2-oxazaphospholidine-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: 94.7%

(S)-N-benzylserine methyl ester (123639-56-5) → (S)-3-Benzyl-2-chloro-2-oxo-2λ5-[1,3,2]oxazaphospholidine-4-carboxylic acid methyl ester (123621-73-8,123672-99-1)

Guidance literature:

With triethylamine; trichlorophosphate; In toluene; at 20 ℃; for 2h;

DOI:10.1080/00397910008087103

Reference yield:

(S)-N-benzylserine methyl ester (123639-56-5) → Methyl (2S,4S)-2-Chloro-2-oxo-(syn)-3-benzyl-1,3,2-oxazaphospholidine-4-carboxylate (123621-73-8)

Guidance literature:

With triethylamine; trichlorophosphate; In toluene; at 0 ℃; Yield given;

DOI:10.1021/jo00288a023

Reference yield:

benzaldehyde (100-52-7) → Methyl (2S,4S)-2-Chloro-2-oxo-(syn)-3-benzyl-1,3,2-oxazaphospholidine-4-carboxylate (123621-73-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 1) Et₃N 3) NaBH₄ / 1) MeOH

2: POCl₃, Et₃N / toluene / 0 °C

With sodium tetrahydroborate; triethylamine; trichlorophosphate; In toluene;

DOI:10.1021/jo00288a023

upstream raw materials:

(S)-N-benzylserine methyl ester

N-benzylidene-L-serine methyl ester

benzaldehyde

Downstream raw materials:

Methyl (2R,4S)-2-Methoxy-2-oxo-(anti)-3-benzyl-1,3,2-oxazaphospholidine-4-carboxylate

Methyl (2S,4S)-2-Methoxy-2-oxo-3-benzyl-1,3,2-oxazaphospholidine-4-carboxylate

Methyl (2S,4S)-2-(p-Nitrophenoxy)-2-oxo-3-benzyl-1,3,2-oxazaphospholidine-4-carboxylate

Methyl (2R,4S)-2-(p-Nitrophenoxy)-2-oxo-3-benzyl-1,3,2-oxazaphospholidine-4-carboxylate