(5R,7R,7aS)-5-Benzyloxymethyl-7-tert-butyldimethylsilyloxytetrahydropyrrolo<1,2-c>oxazol-3-one

Base Information

Chemical Name:(5R,7R,7aS)-5-Benzyloxymethyl-7-tert-butyldimethylsilyloxytetrahydropyrrolo<1,2-c>oxazol-3-one
CAS No.:159142-24-2
Molecular Formula:C₂₀H₃₁NO₄Si
Molecular Weight:377.556
Hs Code.:

Synonyms:(5R,7R,7aS)-5-Benzyloxymethyl-7-tert-butyldimethylsilyloxytetrahydropyrrolo<1,2-c>oxazol-3-one

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (5R,7R,7aS)-5-Benzyloxymethyl-7-tert-butyldimethylsilyloxytetrahydropyrrolo<1,2-c>oxazol-3-one

Chemical Property:

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Technology Process of (5R,7R,7aS)-5-Benzyloxymethyl-7-tert-butyldimethylsilyloxytetrahydropyrrolo<1,2-c>oxazol-3-one

There total 11 articles about (5R,7R,7aS)-5-Benzyloxymethyl-7-tert-butyldimethylsilyloxytetrahydropyrrolo<1,2-c>oxazol-3-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: 78.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 159247-17-3
(5R,7R,7aS)-5-Benzyloxymethyl-7-hydroxytetrahydropyrrolo<1,2-c>oxazol-3-one

: 159142-24-2
(5R,7R,7aS)-5-Benzyloxymethyl-7-tert-butyldimethylsilyloxytetrahydropyrrolo<1,2-c>oxazol-3-one

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; for 10h; Ambient temperature;
DOI:10.1039/P19960000793

Reference yield:

: 3-[(R)-1-Benzyloxymethyl-3-(tert-butyl-diphenyl-silanyloxy)-propyl]-4-hydroxy-oxazolidin-2-one

: 159142-24-2
(5R,7R,7aS)-5-Benzyloxymethyl-7-tert-butyldimethylsilyloxytetrahydropyrrolo<1,2-c>oxazol-3-one

Guidance literature:: Multi-step reaction with 5 steps

1: CH₃SO₂Cl, Et₃N / CH₂Cl₂ / 12 h / Ambient temperature

2: 95.1 percent / Bu₄NF / tetrahydrofuran / 1.5 h / Ambient temperature

3: 1.) DMSO, (COCl)2, 2.) Et₃N / 1.) CH₂Cl₂, -78 deg C, 1 h, 2.) -78 deg C, 1 h; r.t., 1 h

4: Bu₃SnH, AIBN / benzene / 5 h / Heating

5: 78 percent / imidazole / dimethylformamide / 10 h / Ambient temperature

With 1H-imidazole; oxalyl dichloride; 2,2'-azobis(isobutyronitrile); tetrabutyl ammonium fluoride; tri-n-butyl-tin hydride; dimethyl sulfoxide; methanesulfonyl chloride; triethylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; benzene;
DOI:10.1039/P19960000793

Reference yield:

: 159142-20-8
(R)-3-(1-Benzyloxy-4-hydroxybutan-2-yl)-2,3-dihydrooxazol-2-one

: 159142-24-2
(5R,7R,7aS)-5-Benzyloxymethyl-7-tert-butyldimethylsilyloxytetrahydropyrrolo<1,2-c>oxazol-3-one

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) DMSO, (COCl)2, 2.) Et₃N / 1.) CH₂Cl₂, -78 deg C, 1 h, 2.) -78 deg C, 1 h; r.t., 1 h

2: Bu₃SnH, AIBN / benzene / 5 h / Heating

3: 78 percent / imidazole / dimethylformamide / 10 h / Ambient temperature

With 1H-imidazole; oxalyl dichloride; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; dimethyl sulfoxide; triethylamine; In N,N-dimethyl-formamide; benzene;
DOI:10.1039/P19960000793