methyl 5-O-(tert-butyldiphenylsilyl)-3-O,4-C-methylene-β-D-ribofuranoside

Base Information

Chemical Name:methyl 5-O-(tert-butyldiphenylsilyl)-3-O,4-C-methylene-β-D-ribofuranoside
CAS No.:212970-69-9
Molecular Formula:C₂₃H₃₀O₅Si
Molecular Weight:414.574
Hs Code.:

Synonyms:methyl 5-O-(tert-butyldiphenylsilyl)-3-O,4-C-methylene-β-D-ribofuranoside

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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 methyl 5-O-(tert-butyldiphenylsilyl)-3-O,4-C-methylene-β-D-ribofuranoside

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Technology Process of methyl 5-O-(tert-butyldiphenylsilyl)-3-O,4-C-methylene-β-D-ribofuranoside

There total 5 articles about methyl 5-O-(tert-butyldiphenylsilyl)-3-O,4-C-methylene-β-D-ribofuranoside 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: 43.0%

: 212970-67-7
methyl 5-O-(tert-butyldiphenylsilyl)-4-(p-toluenesulfonyloxymethyl)-β-D-ribofuranoside

: methyl 5-O-(tert-butyldiphenylsilyl)-2-O,4-C-methylene-β-D-ribofuranoside

: 212970-69-9
methyl 5-O-(tert-butyldiphenylsilyl)-3-O,4-C-methylene-β-D-ribofuranoside

Guidance literature:: With sodium hexamethyldisilazane; In tetrahydrofuran; benzene; at 20 ℃;
DOI:10.1016/S0040-4039(99)01998-X

Reference yield:

: 55797-67-6
((3aS,6R,6aR)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole-4,4-diyl)dimethanol

: 212970-69-9
methyl 5-O-(tert-butyldiphenylsilyl)-3-O,4-C-methylene-β-D-ribofuranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 70 percent / Et₃N / CH₂Cl₂ / 13 h / 20 °C

2: 98 percent / Et₃N; DMAP / CH₂Cl₂ / 17 h / 20 °C

3: 77 percent / TFA / tetrahydrofuran; H₂O / 0.33 h / 20 °C

4: 43 percent / (TMS)2NH; NaNH₂ / benzene; tetrahydrofuran / 1 h / 20 °C

With dmap; sodium amide; triethylamine; 1,1,1,3,3,3-hexamethyl-disilazane; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; water; benzene;
DOI:10.1016/S0040-4020(02)00226-0

Reference yield:

: 58479-61-1
tert-butylchlorodiphenylsilane

: 212970-69-9
methyl 5-O-(tert-butyldiphenylsilyl)-3-O,4-C-methylene-β-D-ribofuranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 70 percent / Et₃N / CH₂Cl₂ / 13 h / 20 °C

2: 98 percent / Et₃N; DMAP / CH₂Cl₂ / 17 h / 20 °C

3: 77 percent / TFA / tetrahydrofuran; H₂O / 0.33 h / 20 °C

4: 43 percent / (TMS)2NH; NaNH₂ / benzene; tetrahydrofuran / 1 h / 20 °C

With dmap; sodium amide; triethylamine; 1,1,1,3,3,3-hexamethyl-disilazane; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; water; benzene;
DOI:10.1016/S0040-4020(02)00226-0