allyl 2-<(3S,4S)-4-(hydroxymethyl)-2-oxo-3-tritylamino-1-azetidinyl>-3-oxobutanoate

Base Information

• Chemical Name: allyl 2-<(3S,4S)-4-(hydroxymethyl)-2-oxo-3-tritylamino-1-azetidinyl>-3-oxobutanoate
• CAS No.: 113599-74-9
• Molecular Formula: C₃₀H₃₀N₂O₅
• Molecular Weight: 498.579

Synonyms:allyl 2-<(3S,4S)-4-(hydroxymethyl)-2-oxo-3-tritylamino-1-azetidinyl>-3-oxobutanoate

Chemical Property of allyl 2-<(3S,4S)-4-(hydroxymethyl)-2-oxo-3-tritylamino-1-azetidinyl>-3-oxobutanoate

Chemical Property:

Purity/Quality:

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Technology Process of allyl 2-<(3S,4S)-4-(hydroxymethyl)-2-oxo-3-tritylamino-1-azetidinyl>-3-oxobutanoate

There total 5 articles about allyl 2-<(3S,4S)-4-(hydroxymethyl)-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: 95.0%

allyl 2-<(3S,4S)-4-<<(tert-butyldimethylsilyl)oxy>methyl>-2-oxo-3-tritylamino-1-azetidinyl>-3-oxobutanoate (113599-67-0) → allyl 2-<(3S,4S)-4-(hydroxymethyl)-2-oxo-3-tritylamino-1-azetidinyl>-3-oxobutanoate (113599-74-9)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran;

DOI:10.1021/jm00401a020

Reference yield:

allyl bromoacetate (40630-84-0) → allyl 2-<(3S,4S)-4-(hydroxymethyl)-2-oxo-3-tritylamino-1-azetidinyl>-3-oxobutanoate (113599-74-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 66 percent

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

3: tetrabutylammonium fluoride, HOAc / tetrahydrofuran

With tetrabutyl ammonium fluoride; acetic acid; lithium hexamethyldisilazane; In tetrahydrofuran;

DOI:10.1039/c39870001283

Reference yield:

allyl 2-<(3S,4S)-4-<<(tert-butyldimethylsilyl)oxy>methyl>-2-oxo-3-(tritylamino)-1-azetidinyl>acetate (113599-63-6) → allyl 2-<(3S,4S)-4-(hydroxymethyl)-2-oxo-3-tritylamino-1-azetidinyl>-3-oxobutanoate (113599-74-9)

Guidance literature:

Multi-step reaction with 2 steps

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

2: tetrabutylammonium fluoride, HOAc / tetrahydrofuran

With tetrabutyl ammonium fluoride; acetic acid; lithium hexamethyldisilazane; In tetrahydrofuran;

DOI:10.1039/c39870001283

upstream raw materials:

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

allyl bromoacetate

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

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

Downstream raw materials:

allyl (6S,7S)-3-methyl-8-oxo-7-(tritylamino)-1-aza-4-oxabicyclo<4.2.0>oct-2-ene-2-carboxylate

(6S,7S)-7-[(R)-2-Allyloxycarbonylamino-2-(4-hydroxy-phenyl)-acetylamino]-3-methyl-8-oxo-4-oxa-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid allyl ester

(6S,7S)-7-<<(R)-2-(4-hydroxyphenyl)glycyl>amino>-3-methyl-8-oxo-1-aza-4-oxabicyclo<4.2.0>oct-2-ene-2-carboxylic acid

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