trans-(3S,4R)-(-)-1-benzyl-4-(tert-butyldimethylsilyloxy)methyl-3-ethylazetidin-2-one

Base Information

Chemical Name:trans-(3S,4R)-(-)-1-benzyl-4-(tert-butyldimethylsilyloxy)methyl-3-ethylazetidin-2-one
CAS No.:315696-03-8
Molecular Formula:C₁₉H₃₁NO₂Si
Molecular Weight:333.546
Hs Code.:

Synonyms:trans-(3S,4R)-(-)-1-benzyl-4-(tert-butyldimethylsilyloxy)methyl-3-ethylazetidin-2-one

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Chemical Property of trans-(3S,4R)-(-)-1-benzyl-4-(tert-butyldimethylsilyloxy)methyl-3-ethylazetidin-2-one

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Technology Process of trans-(3S,4R)-(-)-1-benzyl-4-(tert-butyldimethylsilyloxy)methyl-3-ethylazetidin-2-one

There total 7 articles about trans-(3S,4R)-(-)-1-benzyl-4-(tert-butyldimethylsilyloxy)methyl-3-ethylazetidin-2-one 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:

: 201230-82-2
carbon monoxide

: 315696-02-7
cis-(2R,3R)-(+)-1-benzyl-2-(tert-butyldimethylsilyloxy)methyl-3-ethylaziridine

: 315696-03-8
trans-(3S,4R)-(-)-1-benzyl-4-(tert-butyldimethylsilyloxy)methyl-3-ethylazetidin-2-one

: trans-(3S,4R)-(+)-1-benzyl-3-(tert-butyldimethylsilyloxy)methyl-4-ethylazetidin-2-one

Guidance literature:: With dicobalt octacarbonyl; In 1,2-dimethoxyethane; at 105 ℃; for 14h; under 25857.4 Torr;
DOI:10.3987/COM-00-8974

Reference yield:

: 15790-87-1,818-59-7,15790-88-2
Methyl (E)-2-pentenoate

: 315696-03-8
trans-(3S,4R)-(-)-1-benzyl-4-(tert-butyldimethylsilyloxy)methyl-3-ethylazetidin-2-one

Guidance literature:: Multi-step reaction with 6 steps

1: 97 percent / bromine / CCl₄ / 2 h / Heating

2: 4.02 g / methanol / 0 - 20 °C

3: 86 percent / LiAlH₄ / tetrahydrofuran / 0.67 h / 20 °C

4: Amano PS Lipase / hexane / 0.58 h / 37 °C

5: 91 percent / DMAP / CH₂Cl₂ / 0.67 h / 20 °C

6: 323 mg / Co₂(CO)8 / 1,2-dimethoxy-ethane / 14 h / 105 °C / 25857.4 Torr

With dmap; lithium aluminium tetrahydride; dicobalt octacarbonyl; Amano PS Lipase; bromine; In tetrahydrofuran; methanol; tetrachloromethane; 1,2-dimethoxyethane; hexane; dichloromethane; 1: Bromination / 2: Alkylation / 3: Reduction / 4: Esterification / 5: Etherification / 6: Carbonylation;
DOI:10.3987/COM-00-8974

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 315696-03-8
trans-(3S,4R)-(-)-1-benzyl-4-(tert-butyldimethylsilyloxy)methyl-3-ethylazetidin-2-one

Guidance literature:: Multi-step reaction with 2 steps

1: 91 percent / DMAP / CH₂Cl₂ / 0.67 h / 20 °C

2: 323 mg / Co₂(CO)8 / 1,2-dimethoxy-ethane / 14 h / 105 °C / 25857.4 Torr

With dmap; dicobalt octacarbonyl; In 1,2-dimethoxyethane; dichloromethane; 1: Etherification / 2: Carbonylation;
DOI:10.3987/COM-00-8974