(2R,3S,4S,5S)-3-benzyloxy-4-hydroxy-5-hydroxymethyl-2-dimethoxymethyl-tetrahydrofuran

Base Information

Chemical Name:(2R,3S,4S,5S)-3-benzyloxy-4-hydroxy-5-hydroxymethyl-2-dimethoxymethyl-tetrahydrofuran
CAS No.:210286-09-2
Molecular Formula:C₁₅H₂₂O₆
Molecular Weight:298.336
Hs Code.:

Synonyms:(2R,3S,4S,5S)-3-benzyloxy-4-hydroxy-5-hydroxymethyl-2-dimethoxymethyl-tetrahydrofuran

Suppliers and Price of (2R,3S,4S,5S)-3-benzyloxy-4-hydroxy-5-hydroxymethyl-2-dimethoxymethyl-tetrahydrofuran

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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 (2R,3S,4S,5S)-3-benzyloxy-4-hydroxy-5-hydroxymethyl-2-dimethoxymethyl-tetrahydrofuran

Chemical Property:

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Technology Process of (2R,3S,4S,5S)-3-benzyloxy-4-hydroxy-5-hydroxymethyl-2-dimethoxymethyl-tetrahydrofuran

There total 1 articles about (2R,3S,4S,5S)-3-benzyloxy-4-hydroxy-5-hydroxymethyl-2-dimethoxymethyl-tetrahydrofuran 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: 85.0%

: 67-56-1
methanol

: 210286-08-1
Methanesulfonic acid (S)-1-((3aR,5S,6S,6aR)-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-2-(tert-butyl-diphenyl-silanyloxy)-ethyl ester

: 210286-09-2
(2R,3S,4S,5S)-3-benzyloxy-4-hydroxy-5-hydroxymethyl-2-dimethoxymethyl-tetrahydrofuran

Guidance literature:: With hydrogenchloride; for 8h; Heating;
DOI:10.1016/S0040-4020(98)00336-6

Reference yield: 91.0%

: 58479-61-1
tert-butylchlorodiphenylsilane

: 210286-09-2
(2R,3S,4S,5S)-3-benzyloxy-4-hydroxy-5-hydroxymethyl-2-dimethoxymethyl-tetrahydrofuran

: 210286-10-5
(2S,3R,4S,5R)-4-Benzyloxy-2-(tert-butyl-diphenyl-silanyloxymethyl)-5-dimethoxymethyl-tetrahydro-furan-3-ol

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; for 3h; Ambient temperature;
DOI:10.1016/S0040-4020(98)00336-6

Reference yield:

: 210286-09-2
(2R,3S,4S,5S)-3-benzyloxy-4-hydroxy-5-hydroxymethyl-2-dimethoxymethyl-tetrahydrofuran

: 210286-12-7
((2S,3R,4S,5R)-3,4-Bis-benzyloxy-5-dimethoxymethyl-tetrahydro-furan-2-yl)-methanol

Guidance literature:: Multi-step reaction with 3 steps

1: 91 percent / imidazole / dimethylformamide / 3 h / Ambient temperature

2: 67 percent / Ag₂O / dimethylformamide / 3 h / Ambient temperature

3: 94 percent / TBAF / tetrahydrofuran / 18 h / Ambient temperature

With 1H-imidazole; tetrabutyl ammonium fluoride; silver(l) oxide; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(98)00336-6