(S)-3-benzyl-4-oxo-4-[(3aR,7aR)-2-oxohexahydrobenzo[d]oxazol-3(2H)-yl]butanoic acid

Base Information

Chemical Name:(S)-3-benzyl-4-oxo-4-[(3aR,7aR)-2-oxohexahydrobenzo[d]oxazol-3(2H)-yl]butanoic acid
CAS No.:1605314-16-6
Molecular Formula:C₁₈H₂₁NO₅
Molecular Weight:331.368
Hs Code.:

Synonyms:(S)-3-benzyl-4-oxo-4-[(3aR,7aR)-2-oxohexahydrobenzo[d]oxazol-3(2H)-yl]butanoic acid

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Chemical Property of (S)-3-benzyl-4-oxo-4-[(3aR,7aR)-2-oxohexahydrobenzo[d]oxazol-3(2H)-yl]butanoic acid

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Technology Process of (S)-3-benzyl-4-oxo-4-[(3aR,7aR)-2-oxohexahydrobenzo[d]oxazol-3(2H)-yl]butanoic acid

There total 4 articles about (S)-3-benzyl-4-oxo-4-[(3aR,7aR)-2-oxohexahydrobenzo[d]oxazol-3(2H)-yl]butanoic acid 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: 95.0%

: 1605314-14-4
(S)-benzyl 3-benzyl-4-oxo-4-[(3aR,7aR)-2-oxohexahydrobenzo[d]oxazol-3(2H)-yl]butanoate

: 1605314-16-6
(S)-3-benzyl-4-oxo-4-[(3aR,7aR)-2-oxohexahydrobenzo[d]oxazol-3(2H)-yl]butanoic acid

Guidance literature:: With palladium 10% on activated carbon; hydrogen; In ethyl acetate; for 16h; under 760.051 Torr;
DOI:10.1002/ejoc.201301834

Reference yield:

: 189942-49-2
(4R,5R)-trans-hexahydrobenzoxazolidin-2-one

: 1605314-16-6
(S)-3-benzyl-4-oxo-4-[(3aR,7aR)-2-oxohexahydrobenzo[d]oxazol-3(2H)-yl]butanoic acid

Guidance literature:: Multi-step reaction with 3 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

3.1: hydrogen; palladium 10% on activated carbon / ethyl acetate / 16 h / 760.05 Torr

With n-butyllithium; palladium 10% on activated carbon; hydrogen; lithium hexamethyldisilazane; In tetrahydrofuran; hexane; ethyl acetate;
DOI:10.1002/ejoc.201301834

Reference yield:

: 104-52-9
phenylpropyl chloride

: 1605314-16-6
(S)-3-benzyl-4-oxo-4-[(3aR,7aR)-2-oxohexahydrobenzo[d]oxazol-3(2H)-yl]butanoic acid

Guidance literature:: Multi-step reaction with 3 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

3.1: hydrogen; palladium 10% on activated carbon / ethyl acetate / 16 h / 760.05 Torr

With n-butyllithium; palladium 10% on activated carbon; hydrogen; lithium hexamethyldisilazane; In tetrahydrofuran; hexane; ethyl acetate;
DOI:10.1002/ejoc.201301834