(3S,4S)-3-<(S)-1-Hydroxyethyl>-1-<(4-methoxyphenyl)methyl>-4--2-azetidinone

Base Information

Chemical Name:(3S,4S)-3-<(S)-1-Hydroxyethyl>-1-<(4-methoxyphenyl)methyl>-4--2-azetidinone
CAS No.:153924-18-6
Molecular Formula:C₂₆H₂₇NO₃S₂
Molecular Weight:465.637
Hs Code.:

(3S,4S)-3-<(S)-1-Hydroxyethyl>-1-<(4-methoxyphenyl)methyl>-4-<bis(phenylthio)methyl>-2-azetidinone

Synonyms:(3S,4S)-3-<(S)-1-Hydroxyethyl>-1-<(4-methoxyphenyl)methyl>-4--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 (3S,4S)-3-<(S)-1-Hydroxyethyl>-1-<(4-methoxyphenyl)methyl>-4--2-azetidinone

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Technology Process of (3S,4S)-3-<(S)-1-Hydroxyethyl>-1-<(4-methoxyphenyl)methyl>-4--2-azetidinone

There total 1 articles about (3S,4S)-3-<(S)-1-Hydroxyethyl>-1-<(4-methoxyphenyl)methyl>-4--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: 56.0%

: (3SR,4SR)-3-<(S)-1-Acetoxyethyl>-1-<(4-methoxyphenyl)methyl>-4--2-azetidinone

: (3R,4R)-3-<(S)-1-Hydroxyethyl>-1-<(4-methoxyphenyl)methyl>-4--2-azetidinone

: 153924-18-6
(3S,4S)-3-<(S)-1-Hydroxyethyl>-1-<(4-methoxyphenyl)methyl>-4--2-azetidinone

Guidance literature:: With sodium hydroxide; In pyridine; Ambient temperature;
DOI:10.1021/jo00110a035

Reference yield: 97.0%

: 153924-18-6
(3S,4S)-3-<(S)-1-Hydroxyethyl>-1-<(4-methoxyphenyl)methyl>-4--2-azetidinone

: 161806-10-6
(3S,4S)-3-<(S)-1-Hydroxyethyl>-1-<(4-methoxyphenyl)methyl>-4-<(phenylthio)methyl>-2-azetidinone

Guidance literature:: With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In toluene; for 14h; Heating;
DOI:10.1021/jo00110a035

Reference yield:

: 153924-18-6
(3S,4S)-3-<(S)-1-Hydroxyethyl>-1-<(4-methoxyphenyl)methyl>-4--2-azetidinone

: 102679-24-3
(2S,3S)-3-<(R)-1-<(tert-Butyldimethylsilyl)oxy>ethyl>-1-<(4-methoxyphenyl)methyl>-4-oxo-2-azetidinecarboxylic acid

Guidance literature:: Multi-step reaction with 7 steps

1: 97 percent / Bu₃SnH, AIBN / toluene / 14 h / Heating

2: 79 percent / diisopropyl azodicarboxylate, PPh₃ / tetrahydrofuran / 2 h / Ambient temperature

3: 96 percent / 10percent aq. HCl / methanol / 4 h / Ambient temperature

4: 90 percent / imidazole / dimethylformamide / Ambient temperature

5: m-CPBA / CH₂Cl₂

6: 1.) (CF₃CO)2O, 2,6-lutidine, 2.) aq. NaHCO₃ / 1.) CH₂Cl₂, r.t., 1 h, 2.) 30 min

7: 97 percent / KMnO₄, K₂CO₃ / H₂O; tetrahydrofuran / 15 h / Ambient temperature

With 1H-imidazole; 2,6-dimethylpyridine; hydrogenchloride; potassium permanganate; 2,2'-azobis(isobutyronitrile); di-isopropyl azodicarboxylate; tri-n-butyl-tin hydride; sodium hydrogencarbonate; potassium carbonate; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; trifluoroacetic anhydride; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jo00110a035