(3S,7aS)-7a-Benzyloxymethyl-3-phenyl-2,3-dihydro-7aH-pyrrolo[2,1-b]oxazol-5-one

Base Information

Chemical Name:(3S,7aS)-7a-Benzyloxymethyl-3-phenyl-2,3-dihydro-7aH-pyrrolo[2,1-b]oxazol-5-one
CAS No.:176298-37-6
Molecular Formula:C₂₀H₁₉NO₃
Molecular Weight:321.376
Hs Code.:

Synonyms:(3S,7aS)-7a-Benzyloxymethyl-3-phenyl-2,3-dihydro-7aH-pyrrolo[2,1-b]oxazol-5-one

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Chemical Property of (3S,7aS)-7a-Benzyloxymethyl-3-phenyl-2,3-dihydro-7aH-pyrrolo[2,1-b]oxazol-5-one

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Technology Process of (3S,7aS)-7a-Benzyloxymethyl-3-phenyl-2,3-dihydro-7aH-pyrrolo[2,1-b]oxazol-5-one

There total 7 articles about (3S,7aS)-7a-Benzyloxymethyl-3-phenyl-2,3-dihydro-7aH-pyrrolo[2,1-b]oxazol-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: 85.0%

: 176298-36-5
(3S,7aS)-7a-Benzyloxymethyl-3-phenyl-tetrahydro-pyrrolo[2,1-b]oxazol-5-one

: 176298-37-6
(3S,7aS)-7a-Benzyloxymethyl-3-phenyl-2,3-dihydro-7aH-pyrrolo[2,1-b]oxazol-5-one

Guidance literature:: (3S,7aS)-7a-Benzyloxymethyl-3-phenyl-tetrahydro-pyrrolo[2,1-b]oxazol-5-one; With methylphenylsulfonate; lithium hexamethyldisilazane; In tetrahydrofuran;

With sodium carbonate; In toluene; for 6h; Heating;
DOI:10.1016/S0040-4020(99)00454-8

Reference yield:

: 167645-47-8
5-(benzyloxy)-4-oxopentanoic acid

: 176298-37-6
(3S,7aS)-7a-Benzyloxymethyl-3-phenyl-2,3-dihydro-7aH-pyrrolo[2,1-b]oxazol-5-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: 7.4 g / benzene / 6 h / Heating

2.1: LiHMDS; PhSO₂Me / tetrahydrofuran

2.2: 85 percent / Na₂CO₃ / toluene / 6 h / Heating

With methylphenylsulfonate; lithium hexamethyldisilazane; In tetrahydrofuran; benzene; 1.1: Acylation / 2.1: Oxidation / 2.2: Elimination;
DOI:10.1016/S0040-4020(99)00454-8

Reference yield:

: 3587-60-8
Benzyloxymethyl chloride

: 176298-37-6
(3S,7aS)-7a-Benzyloxymethyl-3-phenyl-2,3-dihydro-7aH-pyrrolo[2,1-b]oxazol-5-one

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) t-BuLi / 1.) THF, 0 deg C

2: Jones reagent / Ambient temperature

3: toluene / Heating

4: 1.) KH, PhSO₂Me / 1.) THF, 2.) toluene, reflux

With jones reagent; methylphenylsulfonate; tert.-butyl lithium; potassium hydride; In toluene;
DOI:10.1021/jo960129k