(4R,5R)-5-hydroxy-6-(p-toluenesulfonyloxy)-4-hexanolide

Base Information

Chemical Name:(4R,5R)-5-hydroxy-6-(p-toluenesulfonyloxy)-4-hexanolide
CAS No.:161807-84-7
Molecular Formula:C₁₃H₁₆O₆S
Molecular Weight:300.332
Hs Code.:

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (4R,5R)-5-hydroxy-6-(p-toluenesulfonyloxy)-4-hexanolide

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Technology Process of (4R,5R)-5-hydroxy-6-(p-toluenesulfonyloxy)-4-hexanolide

There total 2 articles about (4R,5R)-5-hydroxy-6-(p-toluenesulfonyloxy)-4-hexanolide 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: 26.0%

: 98-59-9
p-toluenesulfonyl chloride

: 161906-46-3
(1′R,5R)-5-(1′,2′-dihydroxyethyl)dihydrofuran-2(3H)-one

: 161807-84-7
(4R,5R)-5-hydroxy-6-(p-toluenesulfonyloxy)-4-hexanolide

: C₂₀H₂₂O₈S₂

Guidance literature:: With triethylamine; In dichloromethane; Yield given; -20 deg C, 3 h; RT, overnight;
DOI:10.1016/0040-4020(94)01032-U

Reference yield:

: (4R,5R)-2-carbethoxy-5,6-dihydroxy-5,6-O-methylethylidene-4-hexanolide

: 161807-84-7
(4R,5R)-5-hydroxy-6-(p-toluenesulfonyloxy)-4-hexanolide

Guidance literature:: Multi-step reaction with 2 steps

1: 90 percent / MgCl₂*6H₂O / N,N-dimethyl-acetamide / 4 h

2: Et₃N / CH₂Cl₂ / -20 deg C, 3 h; RT, overnight

With triethylamine; magnesium chloride; In dichloromethane; N,N-dimethyl acetamide;
DOI:10.1016/0040-4020(94)01032-U