(3S,1'S,2'R) N-(p-Methoxybenzyl)-3-(1',3'-diacetoxy-2'-tert-butyldimethylsilylpropyl)-isoxazolidin-5-one

Base Information

• Chemical Name: (3S,1'S,2'R) N-(p-Methoxybenzyl)-3-(1',3'-diacetoxy-2'-tert-butyldimethylsilylpropyl)-isoxazolidin-5-one
• CAS No.: 124005-37-4
• Molecular Formula: C₂₄H₃₇NO₈Si
• Molecular Weight: 495.645

Synonyms:(3S,1'S,2'R) N-(p-Methoxybenzyl)-3-(1',3'-diacetoxy-2'-tert-butyldimethylsilylpropyl)-isoxazolidin-5-one

Chemical Property of (3S,1'S,2'R) N-(p-Methoxybenzyl)-3-(1',3'-diacetoxy-2'-tert-butyldimethylsilylpropyl)-isoxazolidin-5-one

Chemical Property:

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Technology Process of (3S,1'S,2'R) N-(p-Methoxybenzyl)-3-(1',3'-diacetoxy-2'-tert-butyldimethylsilylpropyl)-isoxazolidin-5-one

There total 3 articles about (3S,1'S,2'R) N-(p-Methoxybenzyl)-3-(1',3'-diacetoxy-2'-tert-butyldimethylsilylpropyl)-isoxazolidin-5-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:

(5S,6R)-5-acetoxy-6-(acetoxymethyl)-5,6-dihydro-2H-pyran-2-one (41976-28-7) → (3S,1'S,2'R) N-(p-Methoxybenzyl)-3-(1',3'-diacetoxy-2'-tert-butyldimethylsilylpropyl)-isoxazolidin-5-one (124005-37-4)

Guidance literature:

Multi-step reaction with 2 steps

1: ethanol / 3 h / Ambient temperature

2: DMAP / dimethylformamide / 3 h / Ambient temperature

With dmap; In ethanol; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4020(01)88341-1

Reference yield:

N-(4-methoxybenzyl)hydroxylamine (51307-59-6) → (3S,1'S,2'R) N-(p-Methoxybenzyl)-3-(1',3'-diacetoxy-2'-tert-butyldimethylsilylpropyl)-isoxazolidin-5-one (124005-37-4)

Guidance literature:

Multi-step reaction with 2 steps

1: ethanol / 3 h / Ambient temperature

2: DMAP / dimethylformamide / 3 h / Ambient temperature

With dmap; In ethanol; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4020(01)88341-1

Reference yield:

tert-butyldimethylsilyl chloride (18162-48-6) + Acetic acid (1S,2R)-3-acetoxy-2-hydroxy-1-[(S)-2-(4-methoxy-benzyl)-5-oxo-isoxazolidin-3-yl]-propyl ester (124005-14-7) → (3S,1'S,2'R) N-(p-Methoxybenzyl)-3-(1',3'-diacetoxy-2'-tert-butyldimethylsilylpropyl)-isoxazolidin-5-one (124005-37-4)

Guidance literature:

With dmap; In N,N-dimethyl-formamide; for 3h; Yield given; Ambient temperature;

DOI:10.1016/S0040-4020(01)88341-1

upstream raw materials:

tert-butyldimethylsilyl chloride

Acetic acid (1S,2R)-3-acetoxy-2-hydroxy-1-[(S)-2-(4-methoxy-benzyl)-5-oxo-isoxazolidin-3-yl]-propyl ester

(5S,6R)-5-acetoxy-6-(acetoxymethyl)-5,6-dihydro-2H-pyran-2-one

N-(4-methoxybenzyl)hydroxylamine

Downstream raw materials:

(3S,4S,5R)-4,6-Diacetoxy-5-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzylamino)-hexanoic acid

Acetic acid (1S,2R)-3-acetoxy-2-(tert-butyl-dimethyl-silanyloxy)-1-[(S)-1-(4-methoxy-benzyl)-4-oxo-azetidin-2-yl]-propyl ester

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