(3R,6S)-6-phenyl-5-(p-toluenesulfonyl)-3,6-dihydro-2H-pyran-3-yl N-benzyl carbamate

Base Information

Chemical Name:(3R,6S)-6-phenyl-5-(p-toluenesulfonyl)-3,6-dihydro-2H-pyran-3-yl N-benzyl carbamate
CAS No.:729593-90-2
Molecular Formula:C₂₆H₂₅NO₅S
Molecular Weight:463.554
Hs Code.:

Synonyms:(3R,6S)-6-phenyl-5-(p-toluenesulfonyl)-3,6-dihydro-2H-pyran-3-yl N-benzyl carbamate

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Chemical Property of (3R,6S)-6-phenyl-5-(p-toluenesulfonyl)-3,6-dihydro-2H-pyran-3-yl N-benzyl carbamate

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Technology Process of (3R,6S)-6-phenyl-5-(p-toluenesulfonyl)-3,6-dihydro-2H-pyran-3-yl N-benzyl carbamate

There total 3 articles about (3R,6S)-6-phenyl-5-(p-toluenesulfonyl)-3,6-dihydro-2H-pyran-3-yl N-benzyl 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:

: 729593-99-1
(-)-(2S,3R,R_S)-2-phenyl-3-(p-tolylsulfinyl)-3,6-dihydro-2H-pyran

: 729593-90-2
(3R,6S)-6-phenyl-5-(p-toluenesulfonyl)-3,6-dihydro-2H-pyran-3-yl N-benzyl carbamate

Guidance literature:: Multi-step reaction with 3 steps

1.1: 70 percent / OsO₄; Me₃NO

2.1: SOCl₂; Et₃N / 0 °C

2.2: 95 percent / DBU / 20 °C

3.1: 87 percent / Et₃N / CH₂Cl₂ / 12 h / 0 - 20 °C

With osmium(VIII) oxide; thionyl chloride; trimethylamine-N-oxide; triethylamine; In dichloromethane;
DOI:10.1080/10426500590910819

Reference yield:

: 729593-88-8
(+)-(3S,4S,5R,6S)-6-phenyl-5-(p-tolylsulfonyl)-tetrahydro-2H-pyran-3,4-diol

: 729593-90-2
(3R,6S)-6-phenyl-5-(p-toluenesulfonyl)-3,6-dihydro-2H-pyran-3-yl N-benzyl carbamate

Guidance literature:: Multi-step reaction with 2 steps

1.1: SOCl₂; Et₃N / 0 °C

1.2: 95 percent / DBU / 20 °C

2.1: 87 percent / Et₃N / CH₂Cl₂ / 12 h / 0 - 20 °C

With thionyl chloride; triethylamine; In dichloromethane;
DOI:10.1080/10426500590910819

Reference yield:

: 729593-95-7
(-)-(S)-2-(Z)-4-(Z)-5-phenyl-4-(p-tolylsulfinyl)penta-2,4-dien-1-ol

: 729593-90-2
(3R,6S)-6-phenyl-5-(p-toluenesulfonyl)-3,6-dihydro-2H-pyran-3-yl N-benzyl carbamate

Guidance literature:: Multi-step reaction with 4 steps

1.1: LDA / tetrahydrofuran / -78 - 20 °C

2.1: 70 percent / OsO₄; Me₃NO

3.1: SOCl₂; Et₃N / 0 °C

3.2: 95 percent / DBU / 20 °C

4.1: 87 percent / Et₃N / CH₂Cl₂ / 12 h / 0 - 20 °C

With osmium(VIII) oxide; thionyl chloride; trimethylamine-N-oxide; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane;
DOI:10.1080/10426500590910819