phenylmethyl [(1S)-2-phenyl-1-[(2S,4R)-tetrahydro-4-(1-hydroxy-1-methylethyl)-5-oxo-2-furanyl]ethyl]carbamate

Base Information

Chemical Name:phenylmethyl [(1S)-2-phenyl-1-[(2S,4R)-tetrahydro-4-(1-hydroxy-1-methylethyl)-5-oxo-2-furanyl]ethyl]carbamate
CAS No.:900811-34-9
Molecular Formula:C₂₃H₂₇NO₅
Molecular Weight:397.471
Hs Code.:

Synonyms:phenylmethyl [(1S)-2-phenyl-1-[(2S,4R)-tetrahydro-4-(1-hydroxy-1-methylethyl)-5-oxo-2-furanyl]ethyl]carbamate

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Chemical Property of phenylmethyl [(1S)-2-phenyl-1-[(2S,4R)-tetrahydro-4-(1-hydroxy-1-methylethyl)-5-oxo-2-furanyl]ethyl]carbamate

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Technology Process of phenylmethyl [(1S)-2-phenyl-1-[(2S,4R)-tetrahydro-4-(1-hydroxy-1-methylethyl)-5-oxo-2-furanyl]ethyl]carbamate

There total 3 articles about phenylmethyl [(1S)-2-phenyl-1-[(2S,4R)-tetrahydro-4-(1-hydroxy-1-methylethyl)-5-oxo-2-furanyl]ethyl]carbamate 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: 87.0%

: 143601-50-7
phenylmethyl [(1S)-2-phenyl-1-[(2S)-tetrahydro-5-oxo-2-furanyl]ethyl]carbamate

: 67-64-1
acetone

: 900811-34-9
phenylmethyl [(1S)-2-phenyl-1-[(2S,4R)-tetrahydro-4-(1-hydroxy-1-methylethyl)-5-oxo-2-furanyl]ethyl]carbamate

Guidance literature:: phenylmethyl [(1S)-2-phenyl-1-[(2S)-tetrahydro-5-oxo-2-furanyl]ethyl]carbamate; With lithium hexamethyldisilazane; In tetrahydrofuran; hexane; at -78 ℃; for 1.33333h;

acetone; In tetrahydrofuran; hexane; at -78 ℃; for 1.5h;
DOI:10.1021/jo060296c

Reference yield:

: 866563-64-6
methyl 4-oxo-6-phenyl-(5S)-5-[[(phenylmethoxy)carbonyl]amino]hexanoate

: 900811-34-9
phenylmethyl [(1S)-2-phenyl-1-[(2S,4R)-tetrahydro-4-(1-hydroxy-1-methylethyl)-5-oxo-2-furanyl]ethyl]carbamate

Guidance literature:: Multi-step reaction with 2 steps

1.1: 95 percent / (S)-Alpine Hydride / tetrahydrofuran / -78 °C

2.1: LiHMDS / tetrahydrofuran; hexane / 1.33 h / -78 °C

2.2: 87 percent / tetrahydrofuran; hexane / 1.5 h / -78 °C

With (S)-alpine-hydride; lithium hexamethyldisilazane; In tetrahydrofuran; hexane; 2.2: aldol reaction;
DOI:10.1021/jo060296c

Reference yield:

: 521305-88-4
butyl 4-oxo-6-phenyl-(5S)-5-[[(phenylmethoxy)carbonyl]amino]hexanoate

: 900811-34-9
phenylmethyl [(1S)-2-phenyl-1-[(2S,4R)-tetrahydro-4-(1-hydroxy-1-methylethyl)-5-oxo-2-furanyl]ethyl]carbamate

Guidance literature:: Multi-step reaction with 2 steps

1.1: 79 percent / (S)-Alpine Hydride / tetrahydrofuran / 3 h / -78 °C

2.1: LiHMDS / tetrahydrofuran; hexane / 1.33 h / -78 °C

2.2: 87 percent / tetrahydrofuran; hexane / 1.5 h / -78 °C

With (S)-alpine-hydride; lithium hexamethyldisilazane; In tetrahydrofuran; hexane; 2.2: aldol reaction;
DOI:10.1021/jo060296c