tert-Butyl-[(3aR,5R,6R,6aR)-5-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2,6-trimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yloxy]-diphenyl-silane

Base Information

Chemical Name:tert-Butyl-[(3aR,5R,6R,6aR)-5-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2,6-trimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yloxy]-diphenyl-silane
CAS No.:116726-53-5
Molecular Formula:C₂₉H₄₀O₆Si
Molecular Weight:512.718
Hs Code.:

Synonyms:tert-Butyl-[(3aR,5R,6R,6aR)-5-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2,6-trimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yloxy]-diphenyl-silane

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Chemical Property of tert-Butyl-[(3aR,5R,6R,6aR)-5-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2,6-trimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yloxy]-diphenyl-silane

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Technology Process of tert-Butyl-[(3aR,5R,6R,6aR)-5-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2,6-trimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yloxy]-diphenyl-silane

There total 1 articles about tert-Butyl-[(3aR,5R,6R,6aR)-5-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2,6-trimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yloxy]-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:

: 35784-67-9
1,2;5,6-di-O-isopropylidene-3-C-methyl-α-D-allofuranose

: 58479-61-1
tert-butylchlorodiphenylsilane

: 116726-53-5
tert-Butyl-[(3aR,5R,6R,6aR)-5-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2,6-trimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yloxy]-diphenyl-silane

Guidance literature:: With potassium hydride; Yield given. Multistep reaction; 1.) THF, RT, 1 h, 2.) reflux, 8 h;
DOI:10.1021/jo00260a016

Reference yield: 90.0%

: 116726-53-5
tert-Butyl-[(3aR,5R,6R,6aR)-5-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2,6-trimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yloxy]-diphenyl-silane

: 116726-54-6
(R)-1-[(3aR,5R,6R,6aR)-6-(tert-Butyl-diphenyl-silanyloxy)-2,2,6-trimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl]-ethane-1,2-diol

Guidance literature:: With acetic acid; at 60 ℃; for 4h;
DOI:10.1021/jo00260a016

Reference yield:

: 116726-53-5
tert-Butyl-[(3aR,5R,6R,6aR)-5-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2,6-trimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yloxy]-diphenyl-silane

: 116726-61-5
(Z)-6-[(3aR,5R,6R,6aR)-6-(tert-Butyl-diphenyl-silanyloxy)-2,2,6-trimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl]-3-methyl-hex-3-en-1-ol

Guidance literature:: Multi-step reaction with 7 steps

1: 90 percent / 90percent AcOH / 4 h / 60 °C

2: 100 percent / Celite, Pb(AcO)4 / benzene / 0.5 h / Ambient temperature

3: 88 percent / tetrahydrofuran / 3 h

4: 96 percent / H₂ / 5percent Pd/C / methanol / 3 h

5: 79 percent / DIBAL / toluene / 1 h / -78 °C

6: 1.) tert-BuLi / 1.) pentane, ether, -65 deg C, 30 min, 2.) 30 min

With lead(IV) acetate; Celite; hydrogen; tert.-butyl lithium; diisobutylaluminium hydride; acetic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; toluene; benzene;
DOI:10.1021/jo00260a016