(3S,4R)-3-<(1R)-1-tert-butyldimethylsilyloxyethyl>-4-<(1S)-1-(2-p-methoxybenzyloxyethyl)-2-methoxycarbonylallyl>-2-azetidinone

Base Information

Chemical Name:(3S,4R)-3-<(1R)-1-tert-butyldimethylsilyloxyethyl>-4-<(1S)-1-(2-p-methoxybenzyloxyethyl)-2-methoxycarbonylallyl>-2-azetidinone
CAS No.:220430-09-1
Molecular Formula:C₂₆H₄₁NO₆Si
Molecular Weight:491.7
Hs Code.:

Synonyms:(3S,4R)-3-<(1R)-1-tert-butyldimethylsilyloxyethyl>-4-<(1S)-1-(2-p-methoxybenzyloxyethyl)-2-methoxycarbonylallyl>-2-azetidinone

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Chemical Property of (3S,4R)-3-<(1R)-1-tert-butyldimethylsilyloxyethyl>-4-<(1S)-1-(2-p-methoxybenzyloxyethyl)-2-methoxycarbonylallyl>-2-azetidinone

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Technology Process of (3S,4R)-3-<(1R)-1-tert-butyldimethylsilyloxyethyl>-4-<(1S)-1-(2-p-methoxybenzyloxyethyl)-2-methoxycarbonylallyl>-2-azetidinone

There total 6 articles about (3S,4R)-3-<(1R)-1-tert-butyldimethylsilyloxyethyl>-4-<(1S)-1-(2-p-methoxybenzyloxyethyl)-2-methoxycarbonylallyl>-2-azetidinone 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: 92.0%

: 76855-69-1,76899-07-5,78963-47-0,78963-48-1,78963-60-7,80951-41-3,81275-02-7,85647-75-2,85954-95-6,92217-74-8,104527-11-9
(4SR)-acetoxy-(3S)-<(1R)-tert-butyldimethylsilyloxyethyl>azetidin-2-one

: 220430-07-9
(Z)-(2-bromomethyl-5-p-methoxybenzyloxy)pent-2-enoic acid methyl ester

: 220430-09-1
(3S,4R)-3-<(1R)-1-tert-butyldimethylsilyloxyethyl>-4-<(1S)-1-(2-p-methoxybenzyloxyethyl)-2-methoxycarbonylallyl>-2-azetidinone

Guidance literature:: With zinc; In N,N-dimethyl-formamide; for 2h; Ambient temperature;
DOI:10.3987/COM-98-8302

Reference yield:

: 2746-25-0
p-Methoxybenzyl bromide

: 220430-09-1
(3S,4R)-3-<(1R)-1-tert-butyldimethylsilyloxyethyl>-4-<(1S)-1-(2-p-methoxybenzyloxyethyl)-2-methoxycarbonylallyl>-2-azetidinone

Guidance literature:: Multi-step reaction with 5 steps

1: NaH / dimethylformamide / 1 h / Ambient temperature

2: O₃; dimethyl sulfide / CH₂Cl₂; methanol / 1.5 h / -78 °C

3: 60 percent / 3-quinuclidinol / neat (no solvent) / 48 h / Ambient temperature

4: 76 percent / NBS, dimethylsulfide / CH₂Cl₂; toluene / 15 h / Ambient temperature

5: 92 percent / zinc dust / dimethylformamide / 2 h / Ambient temperature

With N-Bromosuccinimide; dimethylsulfide; sodium hydride; ozone; 3-quinuclidinol; zinc; In methanol; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.3987/COM-98-8302

Reference yield:

: 128461-65-4
3-(p-methoxybenzyloxy)propanal

: 220430-09-1
(3S,4R)-3-<(1R)-1-tert-butyldimethylsilyloxyethyl>-4-<(1S)-1-(2-p-methoxybenzyloxyethyl)-2-methoxycarbonylallyl>-2-azetidinone

Guidance literature:: Multi-step reaction with 3 steps

1: 60 percent / 3-quinuclidinol / neat (no solvent) / 48 h / Ambient temperature

2: 76 percent / NBS, dimethylsulfide / CH₂Cl₂; toluene / 15 h / Ambient temperature

3: 92 percent / zinc dust / dimethylformamide / 2 h / Ambient temperature

With N-Bromosuccinimide; dimethylsulfide; 3-quinuclidinol; zinc; In dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.3987/COM-98-8302