((3aR,5R,6S,6aR)-6-Benzyloxy-5-iodomethyl-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-ylmethoxy)-tert-butyl-diphenyl-silane

Base Information

Chemical Name:((3aR,5R,6S,6aR)-6-Benzyloxy-5-iodomethyl-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-ylmethoxy)-tert-butyl-diphenyl-silane
CAS No.:860651-67-8
Molecular Formula:C₃₂H₃₉IO₅Si
Molecular Weight:658.649
Hs Code.:

Synonyms:((3aR,5R,6S,6aR)-6-Benzyloxy-5-iodomethyl-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-ylmethoxy)-tert-butyl-diphenyl-silane

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Chemical Property of ((3aR,5R,6S,6aR)-6-Benzyloxy-5-iodomethyl-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-ylmethoxy)-tert-butyl-diphenyl-silane

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Technology Process of ((3aR,5R,6S,6aR)-6-Benzyloxy-5-iodomethyl-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-ylmethoxy)-tert-butyl-diphenyl-silane

There total 1 articles about ((3aR,5R,6S,6aR)-6-Benzyloxy-5-iodomethyl-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-ylmethoxy)-tert-butyl-diphenyl-silane 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: 89.0%

: 212970-72-4
{3-[(2,2-dimethyl-1,1-diphenyl-1-silapropoxy)methyl]-(1S,3R,4S,5R)-7,7-dimethyl-2,6,8-trioxa-4-(phenylmethoxy)bicyclo[3.3.0]oct-3-yl}methan-1-ol

: 860651-67-8
((3aR,5R,6S,6aR)-6-Benzyloxy-5-iodomethyl-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-ylmethoxy)-tert-butyl-diphenyl-silane

Guidance literature:: With 1H-imidazole; iodine; triphenylphosphine; In benzene; for 5h; Heating;
DOI:10.1055/s-2005-865328

Reference yield: 96.0%

: 860651-67-8
((3aR,5R,6S,6aR)-6-Benzyloxy-5-iodomethyl-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-ylmethoxy)-tert-butyl-diphenyl-silane

: 860651-64-5
3-O-benzyl-5-O-tert-butyldiphenylsilyl-4-C-methyl-1,2-O-isopropylidene-α-D-ribofuranose

Guidance literature:: With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In toluene; Heating;
DOI:10.1055/s-2005-865328

Reference yield:

: 860651-67-8
((3aR,5R,6S,6aR)-6-Benzyloxy-5-iodomethyl-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-ylmethoxy)-tert-butyl-diphenyl-silane

: 1-[5-(tert-butyl-diphenyl-silanyloxymethyl)-4-hydroxy-5-methyl-tetrahydro-furan-2-yl]-1H-pyrimidine-2,4-dione

Guidance literature:: Multi-step reaction with 7 steps

1: 96 percent / AIBN; n-Bu₃SnH / toluene / Heating

2: 79 percent / AcOH; H₂SO₄ / 16 h / 20 °C

3: 77 percent / N,O-bis(trimethylsilyl)acetamide; TMSOTf / acetonitrile / 1 h / Heating

4: NaOMe / methanol / 1 h / 20 °C

5: DMAP / acetonitrile / 1 h / 20 °C

6: 2.08 g / AIBN; n-Bu₃SnH / toluene / 1 h / Heating

7: H₂ / Pd/C / ethanol / 24 h / Heating

With dmap; N,O-bis-(trimethylsilyl)-acetamide; 2,2'-azobis(isobutyronitrile); trimethylsilyl trifluoromethanesulfonate; sulfuric acid; hydrogen; tri-n-butyl-tin hydride; sodium methylate; acetic acid; palladium on activated charcoal; In methanol; ethanol; toluene; acetonitrile;
DOI:10.1055/s-2005-865328