(3R,4S)-3-<3'-(benzyloxymethoxy)-1'-oxopropyl>-1-(tert-butyldimethylsilyl)-4-(tert-butyldimethylsilyloxymethyl)-3-methylazetidin-2-one

Base Information

Chemical Name:(3R,4S)-3-<3'-(benzyloxymethoxy)-1'-oxopropyl>-1-(tert-butyldimethylsilyl)-4-(tert-butyldimethylsilyloxymethyl)-3-methylazetidin-2-one
CAS No.:113494-85-2
Molecular Formula:C₂₈H₄₉NO₅Si₂
Molecular Weight:535.872
Hs Code.:

Synonyms:(3R,4S)-3-<3'-(benzyloxymethoxy)-1'-oxopropyl>-1-(tert-butyldimethylsilyl)-4-(tert-butyldimethylsilyloxymethyl)-3-methylazetidin-2-one

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Chemical Property of (3R,4S)-3-<3'-(benzyloxymethoxy)-1'-oxopropyl>-1-(tert-butyldimethylsilyl)-4-(tert-butyldimethylsilyloxymethyl)-3-methylazetidin-2-one

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Technology Process of (3R,4S)-3-<3'-(benzyloxymethoxy)-1'-oxopropyl>-1-(tert-butyldimethylsilyl)-4-(tert-butyldimethylsilyloxymethyl)-3-methylazetidin-2-one

There total 4 articles about (3R,4S)-3-<3'-(benzyloxymethoxy)-1'-oxopropyl>-1-(tert-butyldimethylsilyl)-4-(tert-butyldimethylsilyloxymethyl)-3-methylazetidin-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:

: (3R,4S)-3-(3-Benzyloxymethoxy-1-hydroxy-propyl)-1-(tert-butyl-dimethyl-silanyl)-4-(tert-butyl-dimethyl-silanyloxymethyl)-3-methyl-azetidin-2-one

: 113494-85-2
(3R,4S)-3-<3'-(benzyloxymethoxy)-1'-oxopropyl>-1-(tert-butyldimethylsilyl)-4-(tert-butyldimethylsilyloxymethyl)-3-methylazetidin-2-one

Guidance literature:: With dipyridinium dichromate; molecular sieve; In dichloromethane; Yield given;

Reference yield:

: 3587-60-8
Benzyloxymethyl chloride

: 113494-85-2
(3R,4S)-3-<3'-(benzyloxymethoxy)-1'-oxopropyl>-1-(tert-butyldimethylsilyl)-4-(tert-butyldimethylsilyloxymethyl)-3-methylazetidin-2-one

Guidance literature:: Multi-step reaction with 4 steps

1: i-Pr₂NEt, DMAP / CH₂Cl₂

3: 1.) lithium diethylamide / 1.) THF, -78 deg C, 30 min, 2.) -78 deg C, 4 h

4: PDC, 2A molecular sieves / CH₂Cl₂

With dmap; dipyridinium dichromate; molecular sieve; lithium diethylamide; N-ethyl-N,N-diisopropylamine; In dichloromethane;

Reference yield:

: 91814-59-4
(S) 1-(tert-butyldimethylsilyl)-4-<((tert-butyldimethylsilyl)oxy)methyl>-2-azetidinone

: 113494-85-2
(3R,4S)-3-<3'-(benzyloxymethoxy)-1'-oxopropyl>-1-(tert-butyldimethylsilyl)-4-(tert-butyldimethylsilyloxymethyl)-3-methylazetidin-2-one

Guidance literature:: Multi-step reaction with 2 steps

1: 1) LDA / 1) -78 deg C, 0.5 h; 2) -78 deg C, 4 h

With lithium diisopropyl amide;
DOI:10.1039/c39870000992