5-tert-butyldimethylsilyl ether of (4S,5R)-4-hydroxy-5-hydroxymethyltetrahydrofuran-2-one

Base Information

Chemical Name:5-tert-butyldimethylsilyl ether of (4S,5R)-4-hydroxy-5-hydroxymethyltetrahydrofuran-2-one
CAS No.:106183-57-7
Molecular Formula:C₁₁H₂₂O₄Si
Molecular Weight:246.379
Hs Code.:

Synonyms:5-tert-butyldimethylsilyl ether of (4S,5R)-4-hydroxy-5-hydroxymethyltetrahydrofuran-2-one

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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 5-tert-butyldimethylsilyl ether of (4S,5R)-4-hydroxy-5-hydroxymethyltetrahydrofuran-2-one

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Technology Process of 5-tert-butyldimethylsilyl ether of (4S,5R)-4-hydroxy-5-hydroxymethyltetrahydrofuran-2-one

There total 2 articles about 5-tert-butyldimethylsilyl ether of (4S,5R)-4-hydroxy-5-hydroxymethyltetrahydrofuran-2-one 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: 35.0%

: 34371-14-7,38996-12-2,38996-14-4,73209-20-8,78185-08-7,78185-09-8,106357-04-4
(5R)-4-hydroxymethyltetrahydrofuran-2-one

: 18162-48-6
tert-butyldimethylsilyl chloride

: 106183-58-8
5-tert-butyldimethylsilyl ether of (4R,5R)-4-hydroxy-5-hydroxymethyltetrahydrofuran-2-one

: 106183-57-7
5-tert-butyldimethylsilyl ether of (4S,5R)-4-hydroxy-5-hydroxymethyltetrahydrofuran-2-one

: 106183-56-6
bis-tert-butyldimethylsilyl ether of (4R,5R)-4-hydroxy-5-hydroxymethyltetrahydrofuran-2-one

: 83159-91-5
3,5-di-O-(tert-butyldimethylsilyl)-2-deoxy-D-ribono-1,4-lactone

Guidance literature:: With pyridine; In dichloromethane; at 20 ℃; for 16h; Yields of byproduct given;
DOI:10.1016/S0040-4039(00)84564-5

Reference yield:

: 106183-54-4,106183-55-5
tert-butyl (4R)-4,5-O-isopropylidene-3,4,5-trihydroxypentanoate

: 18162-48-6
tert-butyldimethylsilyl chloride

: 106183-58-8
5-tert-butyldimethylsilyl ether of (4R,5R)-4-hydroxy-5-hydroxymethyltetrahydrofuran-2-one

: 106183-57-7
5-tert-butyldimethylsilyl ether of (4S,5R)-4-hydroxy-5-hydroxymethyltetrahydrofuran-2-one

: 106183-56-6
bis-tert-butyldimethylsilyl ether of (4R,5R)-4-hydroxy-5-hydroxymethyltetrahydrofuran-2-one

: 83159-91-5
3,5-di-O-(tert-butyldimethylsilyl)-2-deoxy-D-ribono-1,4-lactone

Guidance literature:: With pyridine; trifluoroacetic acid; Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts; 1.) 90-95 deg C, 2 h, 2.) CH₂Cl₂, 20 deg C, 16 h;