(3S,4S)-4-<(S)-1-Benzyloxyethyl>-1-di-p-anisylmethyl-3-(1,1-dimethoxyethyl)-2-azetidinone

Base Information

• Chemical Name: (3S,4S)-4-<(S)-1-Benzyloxyethyl>-1-di-p-anisylmethyl-3-(1,1-dimethoxyethyl)-2-azetidinone
• CAS No.: 127200-94-6
• Molecular Formula: C₃₁H₃₇NO₆
• Molecular Weight: 519.638
• Mol file: 127200-94-6.mol

Synonyms:(3S,4S)-4-<(S)-1-Benzyloxyethyl>-1-di-p-anisylmethyl-3-(1,1-dimethoxyethyl)-2-azetidinone

Chemical Property of (3S,4S)-4-<(S)-1-Benzyloxyethyl>-1-di-p-anisylmethyl-3-(1,1-dimethoxyethyl)-2-azetidinone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3S,4S)-4-<(S)-1-Benzyloxyethyl>-1-di-p-anisylmethyl-3-(1,1-dimethoxyethyl)-2-azetidinone

There total 14 articles about (3S,4S)-4-<(S)-1-Benzyloxyethyl>-1-di-p-anisylmethyl-3-(1,1-dimethoxyethyl)-2-azetidinone 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: 89.0%

(3S,4S)-3-acetyl-4-<(S)-1-benzyloxyethyl>-1-(di-p-anisylmethyl)-2-azetidinone (115026-43-2) + trimethyl orthoformate (149-73-5) → (3S,4S)-4-<(S)-1-Benzyloxyethyl>-1-di-p-anisylmethyl-3-(1,1-dimethoxyethyl)-2-azetidinone (127200-94-6)

Guidance literature:

With camphor-10-sulfonic acid; In methanol; for 1.5h; Ambient temperature;

DOI:10.1016/S0040-4020(01)89105-5

Reference yield: 68.0%

benzyl chloride (100-44-7) + (3S,4S)-1-di-p-anisylmethyl-3-(1,1-dimethoxyethyl)-4-<(S)-1-hydroxyethyl>-2-azetidinone (127200-96-8) → (3S,4S)-4-<(S)-1-Benzyloxyethyl>-1-di-p-anisylmethyl-3-(1,1-dimethoxyethyl)-2-azetidinone (127200-94-6)

Guidance literature:

With sodium hydroxide; Aliquat 336; In toluene; for 12h; Ambient temperature;

DOI:10.1016/S0040-4020(01)89105-5

Reference yield:

bis(p-methoxyphenyl)methanone (90-96-0) → (3S,4S)-4-<(S)-1-Benzyloxyethyl>-1-di-p-anisylmethyl-3-(1,1-dimethoxyethyl)-2-azetidinone (127200-94-6)

Guidance literature:

Multi-step reaction with 5 steps

1: 2.) formamide, MgCl₂ / 1.) 180-190 deg C, 4 h; 2.) 180-190 deg C, 2 h

2: 8.48 g / 1M HCl / methanol / 2 h / Heating

3: MgSO₄ / toluene / 1 h / 0 °C

4: imidazole / CH₂Cl₂ / 69 h / -35 °C

5: 89 percent / camphorsulfonic acid / methanol / 1.5 h / Ambient temperature

With 1H-imidazole; hydrogenchloride; camphor-10-sulfonic acid; magnesium sulfate; formamide; magnesium chloride; In methanol; dichloromethane; toluene;

DOI:10.1016/S0040-4020(01)89105-5

upstream raw materials:

benzyl chloride

(3S,4S)-1-di-p-anisylmethyl-3-(1,1-dimethoxyethyl)-4-<(S)-1-hydroxyethyl>-2-azetidinone

(3S,4S)-3-acetyl-4-<(S)-1-benzyloxyethyl>-1-(di-p-anisylmethyl)-2-azetidinone

trimethyl orthoformate