allyl 2-<(3S,4S)-4-<<(tert-butyldimethylsilyl)oxy>methyl>-2-oxo-3-tritylamino-1-azetidinyl>-3-oxo-5-(phenylseleno)pentanoate

Base Information

• Chemical Name: allyl 2-<(3S,4S)-4-<<(tert-butyldimethylsilyl)oxy>methyl>-2-oxo-3-tritylamino-1-azetidinyl>-3-oxo-5-(phenylseleno)pentanoate
• CAS No.: 113599-63-6
• Molecular Formula: C₄₃H₅₀N₂O₅SeSi
• Molecular Weight: 781.926
• Mol file: 113599-63-6.mol

Synonyms:allyl 2-<(3S,4S)-4-<<(tert-butyldimethylsilyl)oxy>methyl>-2-oxo-3-tritylamino-1-azetidinyl>-3-oxo-5-(phenylseleno)pentanoate

Chemical Property of allyl 2-<(3S,4S)-4-<<(tert-butyldimethylsilyl)oxy>methyl>-2-oxo-3-tritylamino-1-azetidinyl>-3-oxo-5-(phenylseleno)pentanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of allyl 2-<(3S,4S)-4-<<(tert-butyldimethylsilyl)oxy>methyl>-2-oxo-3-tritylamino-1-azetidinyl>-3-oxo-5-(phenylseleno)pentanoate

There total 14 articles about allyl 2-<(3S,4S)-4-<<(tert-butyldimethylsilyl)oxy>methyl>-2-oxo-3-tritylamino-1-azetidinyl>-3-oxo-5-(phenylseleno)pentanoate 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: 66.0%

allyl bromoacetate (40630-84-0) + (3S,4S)-4-<<(tert-butyldimethylsilyl)oxy>methyl>-3-(tritylamino)-2-azetidinone (113599-61-4) → allyl 2-<(3S,4S)-4-<<(tert-butyldimethylsilyl)oxy>methyl>-2-oxo-3-(tritylamino)-1-azetidinyl>acetate (113599-63-6)

Guidance literature:

DOI:10.1039/c39870001283

Reference yield: 48.0%

3-(phenylseleno)propionyl chloride (113600-04-7) + allyl 2-<(3S,4S)-4-<<(tert-butyldimethylsilyl)oxy>methyl>-2-oxo-3-(tritylamino)-1-azetidinyl>acetate (113599-63-6) → allyl 2-<(3S,4S)-4-<<(tert-butyldimethylsilyl)oxy>methyl>-2-oxo-3-tritylamino-1-azetidinyl>-3-oxo-5-(phenylseleno)pentanoate (113599-63-6)

Guidance literature:

With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 0.333333h;

DOI:10.1021/jm00401a020

Reference yield:

allyl bromoacetate (40630-84-0) → allyl 2-<(3S,4S)-4-<<(tert-butyldimethylsilyl)oxy>methyl>-2-oxo-3-tritylamino-1-azetidinyl>-3-oxo-5-(phenylseleno)pentanoate (113599-63-6)

Guidance literature:

Multi-step reaction with 2 steps

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

2: 48 percent / lithium bis(trimethylsilyl)amide / tetrahydrofuran / 0.33 h / -78 °C

With potassium hydroxide; tetrabutylammomium bromide; lithium hexamethyldisilazane; In tetrahydrofuran;

DOI:10.1021/jm00401a020

upstream raw materials:

allyl bromoacetate

(3S,4S)-4-<<(tert-butyldimethylsilyl)oxy>methyl>-3-(tritylamino)-2-azetidinone

trityl chloride

tert-butyldimethylsilyl chloride

Downstream raw materials:

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

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

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

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