Methyl(2S-trans)-1,3-bis-(phenylmethoxy)-4-oxo-2-azetidine-carboxylate

Base Information

• Chemical Name: Methyl(2S-trans)-1,3-bis-(phenylmethoxy)-4-oxo-2-azetidine-carboxylate
• CAS No.: 104333-69-9
• Molecular Formula: C₁₉H₁₉NO₅
• Molecular Weight: 341.364
• Mol file: 104333-69-9.mol

Synonyms:Methyl(2S-trans)-1,3-bis-(phenylmethoxy)-4-oxo-2-azetidine-carboxylate

Chemical Property of Methyl(2S-trans)-1,3-bis-(phenylmethoxy)-4-oxo-2-azetidine-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Methyl(2S-trans)-1,3-bis-(phenylmethoxy)-4-oxo-2-azetidine-carboxylate

There total 6 articles about Methyl(2S-trans)-1,3-bis-(phenylmethoxy)-4-oxo-2-azetidine-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:

0-benzylhydroxylamine hydrochloride + ethyl-1-dimethylaminopropyl-3,3-carbodiimide hydrochloride + (2R,3R)-2-benzyloxy-3-hydroxy-1,4-butanedioic acid dimethyl ester (104333-70-2) → Methyl(2S-trans)-1,3-bis-(phenylmethoxy)-4-oxo-2-azetidine-carboxylate (104333-69-9)

Guidance literature:

With potassium carbonate; In methyl[2R-(R*,R*)]-2-hydroxy-4-oxo-3-phenylmethoxy-4-[(phenylmethoxy)-amino]-butanoate;

Reference yield:

(2R,3R)-2-benzyloxy-3-hydroxy-1,4-butanedioic acid dimethyl ester (104333-70-2) → Methyl(2S-trans)-1,3-bis-(phenylmethoxy)-4-oxo-2-azetidine-carboxylate (104333-69-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) K₂CO₃; 2.) 1-ethyl-3-(dimethylamino)propylcarbodiimide hydrochloride, HCl / 1.) dioxane-water, r.t., 5 h; 2.) water, 30 min

2: 80 percent / pyridine; CH₂Cl₂ / -10 °C

3: K₂CO₃ / acetone / 1 h / Heating

With hydrogenchloride; potassium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In pyridine; dichloromethane; acetone;

DOI:10.1016/S0040-4020(01)81921-9

Reference yield:

methyl[2R-(R*,R*)]-2-[(4-methylphenylsulfonyl)-oxy]-4-oxo-3-benzyloxy-4-[benzyloxy-amino]-butanoate (104333-73-5) → Methyl(2S-trans)-1,3-bis-(phenylmethoxy)-4-oxo-2-azetidine-carboxylate (104333-69-9)

Guidance literature:

With potassium carbonate; In acetone; for 1h; Yield given; Heating;

DOI:10.1016/S0040-4020(01)81921-9

upstream raw materials:

methyl[2R-(R*,R*)]-2-[(4-methylphenylsulfonyl)-oxy]-4-oxo-3-benzyloxy-4-[benzyloxy-amino]-butanoate

dimethyl 2,3-O-benzylidene-L-tartrate

(2R,3R)-2-benzyloxy-3-hydroxy-1,4-butanedioic acid dimethyl ester

(2R,3R)-2-Benzyloxy-3-hydroxy-succinic acid 4-methyl ester