1-[(2R,3S)-2-Benzyloxymethyl-3-(tert-butyl-dimethyl-silanyloxy)-5-methoxy-tetrahydro-furan-2-yl]-2,2-dimethyl-propan-1-one

Base Information

Chemical Name:1-[(2R,3S)-2-Benzyloxymethyl-3-(tert-butyl-dimethyl-silanyloxy)-5-methoxy-tetrahydro-furan-2-yl]-2,2-dimethyl-propan-1-one
CAS No.:499793-76-9
Molecular Formula:C₂₄H₄₀O₅Si
Molecular Weight:436.664
Hs Code.:

Synonyms:1-[(2R,3S)-2-Benzyloxymethyl-3-(tert-butyl-dimethyl-silanyloxy)-5-methoxy-tetrahydro-furan-2-yl]-2,2-dimethyl-propan-1-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 1-[(2R,3S)-2-Benzyloxymethyl-3-(tert-butyl-dimethyl-silanyloxy)-5-methoxy-tetrahydro-furan-2-yl]-2,2-dimethyl-propan-1-one

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Technology Process of 1-[(2R,3S)-2-Benzyloxymethyl-3-(tert-butyl-dimethyl-silanyloxy)-5-methoxy-tetrahydro-furan-2-yl]-2,2-dimethyl-propan-1-one

There total 1 articles about 1-[(2R,3S)-2-Benzyloxymethyl-3-(tert-butyl-dimethyl-silanyloxy)-5-methoxy-tetrahydro-furan-2-yl]-2,2-dimethyl-propan-1-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: 77.0%

: 594-19-4
tert.-butyl lithium

: 484678-85-5
methyl 5-O-benzyl-3-O-(tert-butyldimethylsilyl)-2-deoxy-4α-methoxycarbonyl-α,β-D-ribo-pentofuranoside

: 499793-76-9
1-[(2R,3S)-2-Benzyloxymethyl-3-(tert-butyl-dimethyl-silanyloxy)-5-methoxy-tetrahydro-furan-2-yl]-2,2-dimethyl-propan-1-one

Guidance literature:: In tetrahydrofuran; at -78 ℃; for 0.333333h;
DOI:10.1039/b205928b

Reference yield:

: 60855-35-8
6-benzoylamino-9-trimethylsilylpurine

: 499793-76-9
1-[(2R,3S)-2-Benzyloxymethyl-3-(tert-butyl-dimethyl-silanyloxy)-5-methoxy-tetrahydro-furan-2-yl]-2,2-dimethyl-propan-1-one

: N-{9-[5-benzyloxymethyl-4-(tert-butyl-dimethyl-silanyloxy)-5-(2,2-dimethyl-propionyl)-tetrahydro-furan-2-yl]-9H-purin-6-yl}-benzamide

: 484678-92-4
N-{9-[5-benzyloxymethyl-4-(tert-butyl-dimethyl-silanyloxy)-5-(2,2-dimethyl-propionyl)-tetrahydro-furan-2-yl]-9H-purin-6-yl}-benzamide

Guidance literature:: With tin(IV) chloride; In acetonitrile; at 20 - 40 ℃; for 48h;
DOI:10.1039/b205928b

Reference yield:

: 499793-76-9
1-[(2R,3S)-2-Benzyloxymethyl-3-(tert-butyl-dimethyl-silanyloxy)-5-methoxy-tetrahydro-furan-2-yl]-2,2-dimethyl-propan-1-one

: Benzoic acid (2R,3S,5S)-5-(6-benzoylamino-purin-9-yl)-3-(tert-butyl-dimethyl-silanyloxy)-2-(2,2-dimethyl-propionyl)-tetrahydro-furan-2-ylmethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 80 percent / NBS; CaCO₃ / CCl₄ / 20 °C / Irradiation

2: 82 percent / DMAP / 1 h / 55 °C

3: SnCl₄ / acetonitrile / 48 h / 20 - 40 °C

With dmap; N-Bromosuccinimide; tin(IV) chloride; calcium carbonate; In tetrachloromethane; acetonitrile;
DOI:10.1039/b205928b