(3R,5R)-5-[(tert-butyldiphenylsilyloxy)methyl]-4-methylenetetrahydrothiophen-3-ol

Base Information

Chemical Name:(3R,5R)-5-[(tert-butyldiphenylsilyloxy)methyl]-4-methylenetetrahydrothiophen-3-ol
CAS No.:688797-29-7
Molecular Formula:C₂₂H₂₈O₂SSi
Molecular Weight:384.615
Hs Code.:

Synonyms:(3R,5R)-5-[(tert-butyldiphenylsilyloxy)methyl]-4-methylenetetrahydrothiophen-3-ol

Suppliers and Price of (3R,5R)-5-[(tert-butyldiphenylsilyloxy)methyl]-4-methylenetetrahydrothiophen-3-ol

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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 (3R,5R)-5-[(tert-butyldiphenylsilyloxy)methyl]-4-methylenetetrahydrothiophen-3-ol

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Technology Process of (3R,5R)-5-[(tert-butyldiphenylsilyloxy)methyl]-4-methylenetetrahydrothiophen-3-ol

There total 6 articles about (3R,5R)-5-[(tert-butyldiphenylsilyloxy)methyl]-4-methylenetetrahydrothiophen-3-ol 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: 91.0%

: 58479-61-1
tert-butylchlorodiphenylsilane

: 688797-27-5
(3R,5R)-5-(hydroxymethyl)-4-methylenetetrahydrothiophen-3-ol

: 688797-29-7
(3R,5R)-5-[(tert-butyldiphenylsilyloxy)methyl]-4-methylenetetrahydrothiophen-3-ol

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃; for 24h;
DOI:10.1021/jo035735b

Reference yield:

: methyl 2,5-di-O-benzyl-3-deoxy-3-methylene-D-erythro-pentofuranoside

: 688797-29-7
(3R,5R)-5-[(tert-butyldiphenylsilyloxy)methyl]-4-methylenetetrahydrothiophen-3-ol

Guidance literature:: Multi-step reaction with 6 steps

1: HCl / dioxane

2: lithium borohydride / tetrahydrofuran

3: pyridine / CH₂Cl₂

4: 35 percent / sodium sulfide / dimethylformamide / 4 h / 0 °C

5: 85 percent / BCl₃ / CH₂Cl₂

6: 91 percent / imidazole / dimethylformamide

With pyridine; 1H-imidazole; hydrogenchloride; sodium sulfide; lithium borohydride; boron trichloride; In tetrahydrofuran; 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1081/NCN-200060072

Reference yield:

: 2,5-di-O-benzyl-3-deoxy-3-methylene-D-erythro-pentofuranose

: 688797-29-7
(3R,5R)-5-[(tert-butyldiphenylsilyloxy)methyl]-4-methylenetetrahydrothiophen-3-ol

Guidance literature:: Multi-step reaction with 5 steps

1: lithium borohydride / tetrahydrofuran

2: pyridine / CH₂Cl₂

3: 35 percent / sodium sulfide / dimethylformamide / 4 h / 0 °C

4: 85 percent / BCl₃ / CH₂Cl₂

5: 91 percent / imidazole / dimethylformamide

With pyridine; 1H-imidazole; sodium sulfide; lithium borohydride; boron trichloride; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1081/NCN-200060072