(3S,4S)-1-benzyloxycarbonyl-3-triisopropylsiloxy-4-difluoromethylazetidin-2-one

Base Information

Chemical Name:(3S,4S)-1-benzyloxycarbonyl-3-triisopropylsiloxy-4-difluoromethylazetidin-2-one
CAS No.:740802-79-3
Molecular Formula:C₂₁H₃₁F₂NO₄Si
Molecular Weight:427.564
Hs Code.:

Synonyms:(3S,4S)-1-benzyloxycarbonyl-3-triisopropylsiloxy-4-difluoromethylazetidin-2-one

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Chemical Property of (3S,4S)-1-benzyloxycarbonyl-3-triisopropylsiloxy-4-difluoromethylazetidin-2-one

Chemical Property:

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Technology Process of (3S,4S)-1-benzyloxycarbonyl-3-triisopropylsiloxy-4-difluoromethylazetidin-2-one

There total 5 articles about (3S,4S)-1-benzyloxycarbonyl-3-triisopropylsiloxy-4-difluoromethylazetidin-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: 60.0%

: 740802-78-2
(3S,4S)-3-triisopropylsiloxy-4-difluoromethylazetidin-2-one

: 740802-79-3
(3S,4S)-1-benzyloxycarbonyl-3-triisopropylsiloxy-4-difluoromethylazetidin-2-one

Guidance literature:: With dmap; triethylamine; In dichloromethane; at 25 ℃; for 3h;
DOI:10.1016/j.jfluchem.2003.12.001

Reference yield:

: 13154-24-0
triisopropylsilyl chloride

: 740802-79-3
(3S,4S)-1-benzyloxycarbonyl-3-triisopropylsiloxy-4-difluoromethylazetidin-2-one

Guidance literature:: Multi-step reaction with 5 steps

1: Et₃N; DMAP

2: 94 percent / O₃ / methanol; CH₂Cl₂ / -78 °C

3: 71 percent / diethylaminosulfur trifluoride / CH₂Cl₂

4: 88 percent / aq. cerium ammonium nitrate / acetonitrile / -15 °C

5: 60 percent / Et₃N; 4-dimethylaminopyridine / CH₂Cl₂ / 3 h / 25 °C

With dmap; ammonium cerium(IV) nitrate; diethylamino-sulfur trifluoride; ozone; triethylamine; In methanol; dichloromethane; acetonitrile;
DOI:10.1016/j.jfluchem.2003.12.001

Reference yield:

: 740802-83-9
(3S,4R)-1-p-methoxyphenyl-3-triisopropylsiloxy-4-(2-methyl-1-propenyl)azetidin-2-one

: 740802-79-3
(3S,4S)-1-benzyloxycarbonyl-3-triisopropylsiloxy-4-difluoromethylazetidin-2-one

Guidance literature:: Multi-step reaction with 4 steps

1: 94 percent / O₃ / methanol; CH₂Cl₂ / -78 °C

2: 71 percent / diethylaminosulfur trifluoride / CH₂Cl₂

3: 88 percent / aq. cerium ammonium nitrate / acetonitrile / -15 °C

4: 60 percent / Et₃N; 4-dimethylaminopyridine / CH₂Cl₂ / 3 h / 25 °C

With dmap; ammonium cerium(IV) nitrate; diethylamino-sulfur trifluoride; ozone; triethylamine; In methanol; dichloromethane; acetonitrile;
DOI:10.1016/j.jfluchem.2003.12.001