allyl 2-<(3S,4S)-4-<<(tert-butyldimethylsilyl)oxy>methyl>-2-oxo-3-tritylamino-1-azetidinyl>-3-oxo-6-(phenylseleno)hexanoate

Base Information

Chemical Name:allyl 2-<(3S,4S)-4-<<(tert-butyldimethylsilyl)oxy>methyl>-2-oxo-3-tritylamino-1-azetidinyl>-3-oxo-6-(phenylseleno)hexanoate
CAS No.:113599-65-8
Molecular Formula:C₄₄H₅₂N₂O₅SeSi
Molecular Weight:795.953
Hs Code.:

Synonyms:allyl 2-<(3S,4S)-4-<<(tert-butyldimethylsilyl)oxy>methyl>-2-oxo-3-tritylamino-1-azetidinyl>-3-oxo-6-(phenylseleno)hexanoate

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Chemical Property of allyl 2-<(3S,4S)-4-<<(tert-butyldimethylsilyl)oxy>methyl>-2-oxo-3-tritylamino-1-azetidinyl>-3-oxo-6-(phenylseleno)hexanoate

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Technology Process of allyl 2-<(3S,4S)-4-<<(tert-butyldimethylsilyl)oxy>methyl>-2-oxo-3-tritylamino-1-azetidinyl>-3-oxo-6-(phenylseleno)hexanoate

There total 8 articles about allyl 2-<(3S,4S)-4-<<(tert-butyldimethylsilyl)oxy>methyl>-2-oxo-3-tritylamino-1-azetidinyl>-3-oxo-6-(phenylseleno)hexanoate 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: 76.0%

: 104680-44-6
4-(phenylseleno)butanoyl chloride

: 113599-63-6
allyl 2-<(3S,4S)-4-<<(tert-butyldimethylsilyl)oxy>methyl>-2-oxo-3-(tritylamino)-1-azetidinyl>acetate

: 113599-65-8
allyl 2-<(3S,4S)-4-<<(tert-butyldimethylsilyl)oxy>methyl>-2-oxo-3-tritylamino-1-azetidinyl>-3-oxo-6-(phenylseleno)hexanoate

Guidance literature:: With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃;
DOI:10.1021/jm00401a020

Reference yield:

: 40630-84-0
allyl bromoacetate

: 113599-65-8
allyl 2-<(3S,4S)-4-<<(tert-butyldimethylsilyl)oxy>methyl>-2-oxo-3-tritylamino-1-azetidinyl>-3-oxo-6-(phenylseleno)hexanoate

Guidance literature:: Multi-step reaction with 2 steps

1: 59 percent / tetrabutylammonium bromide, KOH / tetrahydrofuran / 20 h

2: 76 percent / lithium bis(trimethylsilyl)amide / tetrahydrofuran / -78 °C

With potassium hydroxide; tetrabutylammomium bromide; lithium hexamethyldisilazane; In tetrahydrofuran;
DOI:10.1021/jm00401a020

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 113599-65-8
allyl 2-<(3S,4S)-4-<<(tert-butyldimethylsilyl)oxy>methyl>-2-oxo-3-tritylamino-1-azetidinyl>-3-oxo-6-(phenylseleno)hexanoate

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) Et₃N, 4-(dimethylamino)pyridine, 2.) KF / 1.) DMF, 1 h, 2.) HOAc, 1 h

2: H₂ / 10percent Pd on charcoal / ethyl acetate / 3 h

3: NEt₃ / CH₂Cl₂ / 1.5 h

4: 59 percent / tetrabutylammonium bromide, KOH / tetrahydrofuran / 20 h

5: 76 percent / lithium bis(trimethylsilyl)amide / tetrahydrofuran / -78 °C

With dmap; potassium fluoride; potassium hydroxide; tetrabutylammomium bromide; hydrogen; triethylamine; lithium hexamethyldisilazane; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; ethyl acetate;
DOI:10.1021/jm00401a020