[(3S,4R)-6-Oxo-4-(phenyl-phenylsulfanyl-methyl)-tetrahydro-pyran-3-yl]-carbamic acid tert-butyl ester

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Chemical Name:[(3S,4R)-6-Oxo-4-(phenyl-phenylsulfanyl-methyl)-tetrahydro-pyran-3-yl]-carbamic acid tert-butyl ester
CAS No.:126587-40-4
Molecular Formula:C₂₃H₂₇NO₄S
Molecular Weight:413.538
Hs Code.:

Synonyms:[(3S,4R)-6-Oxo-4-(phenyl-phenylsulfanyl-methyl)-tetrahydro-pyran-3-yl]-carbamic acid tert-butyl ester

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Chemical Property of [(3S,4R)-6-Oxo-4-(phenyl-phenylsulfanyl-methyl)-tetrahydro-pyran-3-yl]-carbamic acid tert-butyl ester

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Technology Process of [(3S,4R)-6-Oxo-4-(phenyl-phenylsulfanyl-methyl)-tetrahydro-pyran-3-yl]-carbamic acid tert-butyl ester

There total 17 articles about [(3S,4R)-6-Oxo-4-(phenyl-phenylsulfanyl-methyl)-tetrahydro-pyran-3-yl]-carbamic acid tert-butyl ester 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:

: 95715-87-0
(R)-3-tert-butoxycarbonyl-4-formyl-2,2-dimethyloxazolidine

: 126587-40-4
[(3S,4R)-6-Oxo-4-(phenyl-phenylsulfanyl-methyl)-tetrahydro-pyran-3-yl]-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) KH, (TMS)2NH, 18-crown-6 / 1.) THF, -78 deg C, 10 min, 2.) THF, -78 deg C, 30 min

2: 35 percent / p-TsOH / methanol / 12 h / 25 °C

3: 1.) BuLi, TMEDA, HMPA / 1.) THF, hexane, -78 deg C, 3 min, 2.) THF, hexane, -78 deg C, 5 min

With N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; 18-crown-6 ether; N,N,N,N,-tetramethylethylenediamine; potassium hydride; toluene-4-sulfonic acid; 1,1,1,3,3,3-hexamethyl-disilazane; In methanol;
DOI:10.1016/0040-4020(95)01058-0

Reference yield:

: 126587-36-8
(4S)-1,1-dimethylethyl 4-<(Z)-3'-methoxy-3'-oxo-1'-propenyl>-2,2-dimethyl-3-oxazolidinecarboxylate

: 126587-40-4
[(3S,4R)-6-Oxo-4-(phenyl-phenylsulfanyl-methyl)-tetrahydro-pyran-3-yl]-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 35 percent / p-TsOH / methanol / 12 h / 25 °C

2: 1.) BuLi, TMEDA, HMPA / 1.) THF, hexane, -78 deg C, 3 min, 2.) THF, hexane, -78 deg C, 5 min

With N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; N,N,N,N,-tetramethylethylenediamine; toluene-4-sulfonic acid; In methanol;
DOI:10.1016/0040-4020(95)01058-0

Reference yield:

: 108149-63-9,108149-65-1
tert-butyl (4S)-4-(hydroxymethyl)-2,2-dimethyl-1,3-oxazolidine-3-carboxylate

: 126587-40-4
[(3S,4R)-6-Oxo-4-(phenyl-phenylsulfanyl-methyl)-tetrahydro-pyran-3-yl]-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) oxalyl chloride, DMSO, 2.) Et₃N / 1.) CH₂Cl₂, -78 deg C, 15 min, 2.) CH₂Cl₂, from -78 to 25 deg C, 30 min

2: 1.) KH, (TMS)2NH, 18-crown-6 / 1.) THF, -78 deg C, 10 min, 2.) THF, -78 deg C, 30 min

3: 35 percent / p-TsOH / methanol / 12 h / 25 °C

4: 1.) BuLi, TMEDA, HMPA / 1.) THF, hexane, -78 deg C, 3 min, 2.) THF, hexane, -78 deg C, 5 min

With N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; oxalyl dichloride; 18-crown-6 ether; N,N,N,N,-tetramethylethylenediamine; potassium hydride; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; 1,1,1,3,3,3-hexamethyl-disilazane; In methanol;
DOI:10.1016/0040-4020(95)01058-0