(R)-benzyl 3-benzyl-4-oxo-4-[(3aS,7aS)-2-oxohexahydrobenzo[d]oxazol-3(2H)-yl]butanoate

Base Information

Chemical Name:(R)-benzyl 3-benzyl-4-oxo-4-[(3aS,7aS)-2-oxohexahydrobenzo[d]oxazol-3(2H)-yl]butanoate
CAS No.:1605314-21-3
Molecular Formula:C₂₅H₂₇NO₅
Molecular Weight:421.493
Hs Code.:

Synonyms:(R)-benzyl 3-benzyl-4-oxo-4-[(3aS,7aS)-2-oxohexahydrobenzo[d]oxazol-3(2H)-yl]butanoate

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Chemical Property of (R)-benzyl 3-benzyl-4-oxo-4-[(3aS,7aS)-2-oxohexahydrobenzo[d]oxazol-3(2H)-yl]butanoate

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Technology Process of (R)-benzyl 3-benzyl-4-oxo-4-[(3aS,7aS)-2-oxohexahydrobenzo[d]oxazol-3(2H)-yl]butanoate

There total 3 articles about (R)-benzyl 3-benzyl-4-oxo-4-[(3aS,7aS)-2-oxohexahydrobenzo[d]oxazol-3(2H)-yl]butanoate 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: 67.0%

: (3aS,7aS)-3-(3-phenylpropanoyl)hexahydrobenzo[d]oxazol-2(3H)-one

: 5437-45-6
Benzyl bromoacetate

: 1605314-21-3
(R)-benzyl 3-benzyl-4-oxo-4-[(3aS,7aS)-2-oxohexahydrobenzo[d]oxazol-3(2H)-yl]butanoate

Guidance literature:: (3aS,7aS)-3-(3-phenylpropanoyl)hexahydrobenzo[d]oxazol-2(3H)-one; With lithium hexamethyldisilazane; In tetrahydrofuran; hexane; at -78 ℃; for 1h;

Benzyl bromoacetate; In tetrahydrofuran; hexane; at -78 ℃; for 12h; diastereoselective reaction;
DOI:10.1002/ejoc.201301834

Reference yield:

: 189942-51-6
(4S,5S)-trans-hexahydrobenzoxazolidin-2-one

: 1605314-21-3
(R)-benzyl 3-benzyl-4-oxo-4-[(3aS,7aS)-2-oxohexahydrobenzo[d]oxazol-3(2H)-yl]butanoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: n-butyllithium / hexane; tetrahydrofuran / 0.5 h / -20 °C

1.2: 3.75 h / -20 - 20 °C

2.1: lithium hexamethyldisilazane / hexane; tetrahydrofuran / 1 h / -78 °C

2.2: 12 h / -78 °C

With n-butyllithium; lithium hexamethyldisilazane; In tetrahydrofuran; hexane;
DOI:10.1002/ejoc.201301834

Reference yield:

: 104-52-9
phenylpropyl chloride

: 1605314-21-3
(R)-benzyl 3-benzyl-4-oxo-4-[(3aS,7aS)-2-oxohexahydrobenzo[d]oxazol-3(2H)-yl]butanoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: n-butyllithium / hexane; tetrahydrofuran / 0.5 h / -20 °C

1.2: 3.75 h / -20 - 20 °C

2.1: lithium hexamethyldisilazane / hexane; tetrahydrofuran / 1 h / -78 °C

2.2: 12 h / -78 °C

With n-butyllithium; lithium hexamethyldisilazane; In tetrahydrofuran; hexane;
DOI:10.1002/ejoc.201301834