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

Base Information

Chemical Name:(5R,7R,7aS)-5-Benzyloxymethyl-7-hydroxytetrahydropyrrolo<1,2-c>oxazol-3-one
CAS No.:159247-17-3
Molecular Formula:C₁₄H₁₇NO₄
Molecular Weight:263.293
Hs Code.:

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

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

Chemical Property:

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

There total 10 articles about (5R,7R,7aS)-5-Benzyloxymethyl-7-hydroxytetrahydropyrrolo<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: 93.9%

: 159142-23-1
(5R,7aS)-5-Benzyloxymethyltetrahydropyrrolo<1,2-c>oxazole-3,7-dione

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

Guidance literature:: With sodium tetrahydroborate; In methanol; 1.) ice-cooling, 0.5 h, 2.) r.t., 2 h;
DOI:10.1039/P19960000793

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 4 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

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

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 2 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

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