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

Base Information

Chemical Name:(3R,4S)-1-(di-p-anisylmethyl)-3-ethenyl-4-(l-menthyloxycarbonyl)-2-azetidinone
CAS No.:86258-95-9
Molecular Formula:C₃₁H₃₉NO₅
Molecular Weight:505.654
Hs Code.:

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

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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

Chemical Property:

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

There total 6 articles about (3R,4S)-1-(di-p-anisylmethyl)-3-ethenyl-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:

: 2216-51-5
(-)-menthol

: 96035-87-9
(2S,3R)-1-[Bis-(4-methoxy-phenyl)-methyl]-4-oxo-3-vinyl-azetidine-2-carbonyl chloride

: 86258-95-9
(3R,4S)-1-(di-p-anisylmethyl)-3-ethenyl-4-(l-menthyloxycarbonyl)-2-azetidinone

: 86207-20-7
(2R,3S)-1-[Bis-(4-methoxy-phenyl)-methyl]-4-oxo-3-vinyl-azetidine-2-carboxylic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester

Guidance literature:: With dmap; triethylamine; In dichloromethane; at 0 ℃; for 2h; Yield given. Yields of byproduct given;
DOI:10.1248/cpb.39.1931

Reference yield:

: 19293-62-0
p,p'-dimethoxybenzhydrylamine

: 86258-95-9
(3R,4S)-1-(di-p-anisylmethyl)-3-ethenyl-4-(l-menthyloxycarbonyl)-2-azetidinone

Guidance literature:: Multi-step reaction with 5 steps

1: toluene / Heating

2: 94 percent / triethylamine / toluene / 2 h / 70 °C

3: 85 percent / 1 N NaOH / tetrahydrofuran; methanol / 2 h / Ambient temperature

4: oxalyl chloride / CH₂Cl₂; dimethylformamide / 1.5 h / Ambient temperature

5: Et₃N, N,N-dimethylaminopyridine / CH₂Cl₂ / 2 h / 0 °C

With dmap; sodium hydroxide; oxalyl dichloride; triethylamine; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1248/cpb.39.1931

Reference yield:

: 86207-14-9
[(E)-Bis-(4-methoxy-phenyl)-methylimino]-acetic acid butyl ester

: 86258-95-9
(3R,4S)-1-(di-p-anisylmethyl)-3-ethenyl-4-(l-menthyloxycarbonyl)-2-azetidinone

Guidance literature:: Multi-step reaction with 4 steps

1: 94 percent / triethylamine / toluene / 2 h / 70 °C

2: 85 percent / 1 N NaOH / tetrahydrofuran; methanol / 2 h / Ambient temperature

3: oxalyl chloride / CH₂Cl₂; dimethylformamide / 1.5 h / Ambient temperature

4: Et₃N, N,N-dimethylaminopyridine / CH₂Cl₂ / 2 h / 0 °C

With dmap; sodium hydroxide; oxalyl dichloride; triethylamine; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1248/cpb.39.1931