(3S,5R)-5-benzoyloxymethyl-3-hydroxy-3-hydroxymethyl-2-oxotetrahydrofuran

Base Information

Chemical Name:(3S,5R)-5-benzoyloxymethyl-3-hydroxy-3-hydroxymethyl-2-oxotetrahydrofuran
CAS No.:217184-39-9
Molecular Formula:C₁₃H₁₄O₆
Molecular Weight:266.251
Hs Code.:

Synonyms:(3S,5R)-5-benzoyloxymethyl-3-hydroxy-3-hydroxymethyl-2-oxotetrahydrofuran

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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 (3S,5R)-5-benzoyloxymethyl-3-hydroxy-3-hydroxymethyl-2-oxotetrahydrofuran

Chemical Property:

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Technology Process of (3S,5R)-5-benzoyloxymethyl-3-hydroxy-3-hydroxymethyl-2-oxotetrahydrofuran

There total 3 articles about (3S,5R)-5-benzoyloxymethyl-3-hydroxy-3-hydroxymethyl-2-oxotetrahydrofuran 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: 100.0%

: 217184-38-8
(5S,8R)-8-benzoyloxymethyl-2,2-dimethyl-1,3,7-trioxaspiro<4.4>nonan-6-one

: 217184-39-9
(3S,5R)-5-benzoyloxymethyl-3-hydroxy-3-hydroxymethyl-2-oxotetrahydrofuran

Guidance literature:: With trifluoroacetic acid; In dichloromethane; at 0 ℃; for 1.5h;
DOI:10.1016/S0957-4166(98)00320-6

Reference yield:

: 98-88-4
benzoyl chloride

: 217184-39-9
(3S,5R)-5-benzoyloxymethyl-3-hydroxy-3-hydroxymethyl-2-oxotetrahydrofuran

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) bis(tributyltin) oxide, 2.) pyridine / 1.) 80 deg C, 6 h, 2.) CH₂Cl₂, RT, 24 h

2: 100 percent / aq. trifluoroacetic acid / CH₂Cl₂ / 1.5 h / 0 °C

With pyridine; trifluoroacetic acid; bis(tri-n-butyltin)oxide; In dichloromethane;
DOI:10.1016/S0957-4166(98)00320-6

Reference yield:

: (5S,8S)-8-Iodomethyl-2,2-dimethyl-1,3,7-trioxa-spiro[4.4]nonan-6-one

: 217184-39-9
(3S,5R)-5-benzoyloxymethyl-3-hydroxy-3-hydroxymethyl-2-oxotetrahydrofuran

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) bis(tributyltin) oxide, 2.) pyridine / 1.) 80 deg C, 6 h, 2.) CH₂Cl₂, RT, 24 h

2: 100 percent / aq. trifluoroacetic acid / CH₂Cl₂ / 1.5 h / 0 °C

With pyridine; trifluoroacetic acid; bis(tri-n-butyltin)oxide; In dichloromethane;
DOI:10.1016/S0957-4166(98)00320-6