(4S-cis)-(1,1-dimethylethyl)<2-<6-(iodomethyl)-2,2-dimethyl-1,3-dioxan-4-yl>ethoxy>diphenylsilane

Base Information

• Chemical Name: (4S-cis)-(1,1-dimethylethyl)<2-<6-(iodomethyl)-2,2-dimethyl-1,3-dioxan-4-yl>ethoxy>diphenylsilane
• CAS No.: 116996-29-3
• Molecular Formula: C₂₅H₃₅IO₃Si
• Molecular Weight: 538.541
• Mol file: 116996-29-3.mol

Synonyms:(4S-cis)-(1,1-dimethylethyl)<2-<6-(iodomethyl)-2,2-dimethyl-1,3-dioxan-4-yl>ethoxy>diphenylsilane

Chemical Property of (4S-cis)-(1,1-dimethylethyl)<2-<6-(iodomethyl)-2,2-dimethyl-1,3-dioxan-4-yl>ethoxy>diphenylsilane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4S-cis)-(1,1-dimethylethyl)<2-<6-(iodomethyl)-2,2-dimethyl-1,3-dioxan-4-yl>ethoxy>diphenylsilane

There total 7 articles about (4S-cis)-(1,1-dimethylethyl)<2-<6-(iodomethyl)-2,2-dimethyl-1,3-dioxan-4-yl>ethoxy>diphenylsilane 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: 39.0%

4-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-6-iodomethyl-[1,3]dioxan-2-one (116996-55-5,126060-84-2) + acetone (67-64-1) → (4S-cis)-<6-(iodomethyl)-2,2-dimethyl-1,3-dioxan-4-yl>ethanol (125975-00-0) + (4S-cis)-(1,1-dimethylethyl)<2-<6-(iodomethyl)-2,2-dimethyl-1,3-dioxan-4-yl>ethoxy>diphenylsilane (116996-29-3)

Guidance literature:

With toluene-4-sulfonic acid; for 91h; Ambient temperature;

DOI:10.1021/ja00164a024

Reference yield:

(3R)-1-(tert-butyldiphenylsilyloxy)hex-5-en-3-ol (112897-09-3) → (4S-cis)-(1,1-dimethylethyl)<2-<6-(iodomethyl)-2,2-dimethyl-1,3-dioxan-4-yl>ethoxy>diphenylsilane (116996-29-3)

Guidance literature:

Multi-step reaction with 3 steps

2: 2.72 g / TsOH*H₂O / acetone / 91 h / Ambient temperature

3: 85 percent / triethylamine, 4-(dimethylamino)pyridine / CH₂Cl₂ / 2 h / 0 °C

With dmap; toluene-4-sulfonic acid; triethylamine; In dichloromethane; acetone;

DOI:10.1021/ja00164a024

Reference yield:

(2S)-O-(tert-butyldiphenylsilyl)-1,2-epoxybutan-4-ol (125975-53-3,147220-48-2,116996-54-4) → (4S-cis)-(1,1-dimethylethyl)<2-<6-(iodomethyl)-2,2-dimethyl-1,3-dioxan-4-yl>ethoxy>diphenylsilane (116996-29-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) CuCN / 1.) THF, -60 deg C, 2.) -10 deg C, 4 h

3: 39 percent / TsOH*H₂O / acetone / 91 h / Ambient temperature

With toluene-4-sulfonic acid; In acetone;

DOI:10.1021/ja00164a024

upstream raw materials:

4-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-6-iodomethyl-[1,3]dioxan-2-one

acetone

(2S)-O-(tert-butyldiphenylsilyl)-1,2-epoxybutan-4-ol

(2S)-4-O-(tert-butyldiphenylsilyl)butane-1,2,4-triol

Downstream raw materials:

<1S-<1α,4α-(4S^*,6R^*),5α,6β>>-4-<<6-<2-<<(1,1-dimethylethyl)diphenylsilyl>oxy>ethyl>-2,2-dimethyl-1,3-dioxan-4-yl>methyl>-6-methyl-2-oxabicyclo<3.3.1>non-7-en-3-one

(1S,5R,6S)-4-{(4R,6S)-6-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-ylmethyl}-6-methyl-2-oxa-bicyclo[3.3.1]non-7-en-3-ol

3-{(4R,6S)-6-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-2-((1R,2S,5S)-5-hydroxy-2-methyl-cyclohex-3-enyl)-propionaldehyde