(5R,7aR)-5-tert-Butyldiphenylsilyloxymethyltetrahydro-1H,3H-pyrrolo<1,2-c>oxazol-3-one

Base Information

Chemical Name:(5R,7aR)-5-tert-Butyldiphenylsilyloxymethyltetrahydro-1H,3H-pyrrolo<1,2-c>oxazol-3-one
CAS No.:155727-00-7
Molecular Formula:C₂₃H₂₉NO₃Si
Molecular Weight:395.574
Hs Code.:

Synonyms:(5R,7aR)-5-tert-Butyldiphenylsilyloxymethyltetrahydro-1H,3H-pyrrolo<1,2-c>oxazol-3-one

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Chemical Property of (5R,7aR)-5-tert-Butyldiphenylsilyloxymethyltetrahydro-1H,3H-pyrrolo<1,2-c>oxazol-3-one

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Technology Process of (5R,7aR)-5-tert-Butyldiphenylsilyloxymethyltetrahydro-1H,3H-pyrrolo<1,2-c>oxazol-3-one

There total 4 articles about (5R,7aR)-5-tert-Butyldiphenylsilyloxymethyltetrahydro-1H,3H-pyrrolo<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%

: 155726-99-1
(R)-N-<4-Bromo-1-(tert-butyldiphenylsilyloxy)butan-2-yl>-2,3-dihydrooxazol-2-one

: 155727-00-7
(5R,7aR)-5-tert-Butyldiphenylsilyloxymethyltetrahydro-1H,3H-pyrrolo<1,2-c>oxazol-3-one

Guidance literature:: With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In benzene; Heating;
DOI:10.1039/c39940000455

Reference yield:

: 155726-97-9
(S)-4-Bromo-1-tert-butyldiphenylsilyloxybutan-2-ol

: 155727-00-7
(5R,7aR)-5-tert-Butyldiphenylsilyloxymethyltetrahydro-1H,3H-pyrrolo<1,2-c>oxazol-3-one

Guidance literature:: Multi-step reaction with 4 steps

1: 58.6 percent / Ph₃P, diisopropyl azodicarboxylate / tetrahydrofuran / 12 h / Ambient temperature

2: NaBH₄ / methanol / 1.) 0 deg C, 0.5 h, 2.) r.t., 2 h

3: MeSO₂Cl, Et₃N / CH₂Cl₂ / 1.) 0 deg C, 0.5 h, 2.) r.t., 12 h

4: 78 percent / Bu₃SnH, AIBN / benzene / 5 h / Heating

With sodium tetrahydroborate; 2,2'-azobis(isobutyronitrile); di-isopropyl azodicarboxylate; tri-n-butyl-tin hydride; methanesulfonyl chloride; triethylamine; triphenylphosphine; In tetrahydrofuran; methanol; dichloromethane; benzene;

Reference yield:

: 155726-98-0
(R)-N-<4-Bromo-1-(tert-butyldiphenylsilyloxy)butan-2-yl>oxazolidine-2,4-dione

: 155727-00-7
(5R,7aR)-5-tert-Butyldiphenylsilyloxymethyltetrahydro-1H,3H-pyrrolo<1,2-c>oxazol-3-one

Guidance literature:: Multi-step reaction with 3 steps

1: NaBH₄ / methanol / 1.) 0 deg C, 0.5 h, 2.) r.t., 2 h

2: MeSO₂Cl, Et₃N / CH₂Cl₂ / 1.) 0 deg C, 0.5 h, 2.) r.t., 12 h

3: 78 percent / Bu₃SnH, AIBN / benzene / 5 h / Heating

With sodium tetrahydroborate; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; methanesulfonyl chloride; triethylamine; In methanol; dichloromethane; benzene;