(3S,4S)-3-acetyl-1-(di-p-anisylmethyl)-4-(l-menthyloxycarbonyl)-2-azetidinone

Base Information

• Chemical Name: (3S,4S)-3-acetyl-1-(di-p-anisylmethyl)-4-(l-menthyloxycarbonyl)-2-azetidinone
• CAS No.: 91538-21-5
• Molecular Formula: C₃₁H₃₉NO₆
• Molecular Weight: 521.654
• Mol file: 91538-21-5.mol

Synonyms:(3S,4S)-3-acetyl-1-(di-p-anisylmethyl)-4-(l-menthyloxycarbonyl)-2-azetidinone

Chemical Property of (3S,4S)-3-acetyl-1-(di-p-anisylmethyl)-4-(l-menthyloxycarbonyl)-2-azetidinone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3S,4S)-3-acetyl-1-(di-p-anisylmethyl)-4-(l-menthyloxycarbonyl)-2-azetidinone

There total 4 articles about (3S,4S)-3-acetyl-1-(di-p-anisylmethyl)-4-(l-menthyloxycarbonyl)-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:

4-methyleneoxetan-2-one (674-82-8,2130-41-8) + [(E)-Bis-(4-methoxy-phenyl)-methylimino]-acetic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester (91538-20-4) → (3S,4S)-3-acetyl-1-(di-p-anisylmethyl)-4-(l-menthyloxycarbonyl)-2-azetidinone (91538-21-5) + (3R,4R)-3-acetyl-1-(di-p-anisylmethyl)-4-(l-menthyloxycarbonyl)-2-azetidinone (91604-28-3)

Guidance literature:

With 1H-imidazole; In toluene; at -12 - -10 ℃; Yield given. Yields of byproduct given;

DOI:10.1248/cpb.40.1094

Reference yield:

p,p'-dimethoxybenzhydrylamine (19293-62-0) → (3S,4S)-3-acetyl-1-(di-p-anisylmethyl)-4-(l-menthyloxycarbonyl)-2-azetidinone (91538-21-5)

Guidance literature:

Multi-step reaction with 2 steps

1: toluene / Heating

2: imidazole / toluene / 0.25 h / 50 °C

With 1H-imidazole; In toluene;

DOI:10.1248/cpb.40.1094

Reference yield:

L-menthyl glyoxylate (26315-61-7) → (3S,4S)-3-acetyl-1-(di-p-anisylmethyl)-4-(l-menthyloxycarbonyl)-2-azetidinone (91538-21-5)

Guidance literature:

Multi-step reaction with 2 steps

1: toluene / Heating

2: imidazole / toluene / 0.25 h / 50 °C

With 1H-imidazole; In toluene;

DOI:10.1248/cpb.40.1094

upstream raw materials:

4-methyleneoxetan-2-one

[(E)-Bis-(4-methoxy-phenyl)-methylimino]-acetic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester

p,p'-dimethoxybenzhydrylamine

L-menthyl glyoxylate

Downstream raw materials:

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

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

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