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

Base Information

• Chemical Name: (+)-(3S,4S,5R,6S)-6-phenyl-5-(p-tolylsulfonyl)-tetrahydro-2H-pyran-3,4-diol
• CAS No.: 729593-88-8
• Molecular Formula: C₁₈H₂₀O₅S
• Molecular Weight: 348.42
• Mol file: 729593-88-8.mol

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

Chemical Property of (+)-(3S,4S,5R,6S)-6-phenyl-5-(p-tolylsulfonyl)-tetrahydro-2H-pyran-3,4-diol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

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Technology Process of (+)-(3S,4S,5R,6S)-6-phenyl-5-(p-tolylsulfonyl)-tetrahydro-2H-pyran-3,4-diol

There total 5 articles about (+)-(3S,4S,5R,6S)-6-phenyl-5-(p-tolylsulfonyl)-tetrahydro-2H-pyran-3,4-diol 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: 89.0%

(-)-(2S,3R)-2-phenyl-3-(p-tolylsulfonyl)-3,6-dihydro-2H-pyran (729594-11-0) → (+)-(3S,4S,5R,6S)-6-phenyl-5-(p-tolylsulfonyl)-tetrahydro-2H-pyran-3,4-diol (729593-88-8)

Guidance literature:

With osmium(VIII) oxide; trimethylamine-N-oxide; In water; acetone; at 20 ℃; for 2h;

DOI:10.1021/jo801029q

Reference yield: 72.0%

C18H20O4S (1045346-26-6) → (+)-(3S,4S,5R,6S)-6-phenyl-5-(p-tolylsulfonyl)-tetrahydro-2H-pyran-3,4-diol (729593-88-8)

Guidance literature:

With magnesium bis(monoperoxyphthalate)hexahydrate; In methanol; at 0 - 20 ℃; for 4h;

DOI:10.1021/jo801029q

Reference yield: 70.0%

(-)-(2S,3R,RS)-2-phenyl-3-(p-tolylsulfinyl)-3,6-dihydro-2H-pyran (729593-99-1) → (+)-(3S,4S,5R,6S)-6-phenyl-5-(p-tolylsulfonyl)-tetrahydro-2H-pyran-3,4-diol (729593-88-8)

Guidance literature:

With osmium(VIII) oxide; trimethylamine-N-oxide; water; In acetone; at 20 ℃; for 24h;

DOI:10.1021/ol049393n

upstream raw materials:

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

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

C₁₈H₂₀O₄S

(-)-(2S,3R)-2-phenyl-3-(p-tolylsulfonyl)-3,6-dihydro-2H-pyran

Downstream raw materials:

(2S,4S,5S)-4-bromo-5-hydroxy-2-phenyldihydro-2H-pyran-3(4H)-one

(-)-(2S,3R,4R,5S)-2-phenyl-3-(p-tolylsulfonyl)-3,4-epoxytetrahydro-2H-pyran-5-ol

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

(-)-(3R,6S)-6-phenyl-5-(p-tolylsulfonyl)-3,6-dihydro-2H-pyran-3-ol