(S)-((2R,3R)-1-Benzyl-3-methoxy-4-oxo-azetidin-2-yl)-(tert-butyl-dimethyl-silanyloxy)-acetaldehyde

Base Information

• Chemical Name: (S)-((2R,3R)-1-Benzyl-3-methoxy-4-oxo-azetidin-2-yl)-(tert-butyl-dimethyl-silanyloxy)-acetaldehyde
• CAS No.: 869720-69-4
• Molecular Formula: C₁₉H₂₉NO₄Si
• Molecular Weight: 363.529
• Mol file: 869720-69-4.mol

Synonyms:(S)-((2R,3R)-1-Benzyl-3-methoxy-4-oxo-azetidin-2-yl)-(tert-butyl-dimethyl-silanyloxy)-acetaldehyde

Chemical Property of (S)-((2R,3R)-1-Benzyl-3-methoxy-4-oxo-azetidin-2-yl)-(tert-butyl-dimethyl-silanyloxy)-acetaldehyde

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-((2R,3R)-1-Benzyl-3-methoxy-4-oxo-azetidin-2-yl)-(tert-butyl-dimethyl-silanyloxy)-acetaldehyde

There total 1 articles about (S)-((2R,3R)-1-Benzyl-3-methoxy-4-oxo-azetidin-2-yl)-(tert-butyl-dimethyl-silanyloxy)-acetaldehyde 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:

(3R,4R)-1-Benzyl-4-[(S)-(tert-butyl-dimethyl-silanyloxy)-(3-methyl-thiazolidin-2-yl)-methyl]-3-methoxy-azetidin-2-one → (S)-((2R,3R)-1-Benzyl-3-methoxy-4-oxo-azetidin-2-yl)-(tert-butyl-dimethyl-silanyloxy)-acetaldehyde (869720-69-4)

Guidance literature:

With silver nitrate; In water; acetonitrile; at 20 ℃; for 0.166667h;

DOI:10.1021/jo051402y

Reference yield:

(S)-((2R,3R)-1-Benzyl-3-methoxy-4-oxo-azetidin-2-yl)-(tert-butyl-dimethyl-silanyloxy)-acetaldehyde (869720-69-4) + methoxycarbonylmethylamine (616-34-2) → [(S)-2-((2R,3R)-1-Benzyl-3-methoxy-4-oxo-azetidin-2-yl)-2-(tert-butyl-dimethyl-silanyloxy)-eth-(E)-ylideneamino]-acetic acid methyl ester

Guidance literature:

With 4 A molecular sieve; In dichloromethane; at 20 ℃; for 2h;

DOI:10.1021/jo051402y

Reference yield:

(S)-((2R,3R)-1-Benzyl-3-methoxy-4-oxo-azetidin-2-yl)-(tert-butyl-dimethyl-silanyloxy)-acetaldehyde (869720-69-4) → (2S,4S,5R)-5-[(R)-((2R,3R)-1-Benzyl-3-methoxy-4-oxo-azetidin-2-yl)-(tert-butyl-dimethyl-silanyloxy)-methyl]-pyrrolidine-2,4-dicarboxylic acid dimethyl ester

Guidance literature:

Multi-step reaction with 2 steps

1: molecular sieves 4 Angstroem / CH₂Cl₂ / 2 h / 20 °C

2: 45 mg / AgOAc; Et₃N / toluene / 40 h / 20 °C

With 4 A molecular sieve; silver(I) acetate; triethylamine; In dichloromethane; toluene;

DOI:10.1021/jo051402y