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

Base Information

Chemical Name:allyl 2-<(3S,4S)-4-<<(tert-butyldimethylsilyl)oxy>methyl>-2-oxo-3-tritylamino-1-azetidinyl>-3-oxobutanoate
CAS No.:113599-67-0
Molecular Formula:C₃₆H₄₄N₂O₅Si
Molecular Weight:612.841
Hs Code.:

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

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

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

There total 6 articles about allyl 2-<(3S,4S)-4-<<(tert-butyldimethylsilyl)oxy>methyl>-2-oxo-3-tritylamino-1-azetidinyl>-3-oxobutanoate 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: 87.0%

: 75-36-5
acetyl chloride

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

: 113599-67-0
allyl 2-<(3S,4S)-4-<<(tert-butyldimethylsilyl)oxy>methyl>-2-oxo-3-tritylamino-1-azetidinyl>-3-oxobutanoate

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

Reference yield:

: 40630-84-0
allyl bromoacetate

: 113599-67-0
allyl 2-<(3S,4S)-4-<<(tert-butyldimethylsilyl)oxy>methyl>-2-oxo-3-tritylamino-1-azetidinyl>-3-oxobutanoate

Guidance literature:: Multi-step reaction with 2 steps

1: 66 percent

2: LiN(SiMe₃)2 / tetrahydrofuran / -78 °C

With lithium hexamethyldisilazane; In tetrahydrofuran;
DOI:10.1039/c39870001283

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 113599-67-0
allyl 2-<(3S,4S)-4-<<(tert-butyldimethylsilyl)oxy>methyl>-2-oxo-3-tritylamino-1-azetidinyl>-3-oxobutanoate

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: 87 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