tert-Butyl-{2-[(2R,4R,5S)-2-((E)-2-iodo-1-methyl-vinyl)-5-methyl-6-methylene-[1,3]dioxan-4-yl]-ethoxy}-diphenyl-silane

Base Information

• Chemical Name: tert-Butyl-{2-[(2R,4R,5S)-2-((E)-2-iodo-1-methyl-vinyl)-5-methyl-6-methylene-[1,3]dioxan-4-yl]-ethoxy}-diphenyl-silane
• CAS No.: 867033-61-2
• Molecular Formula: C₂₇H₃₅IO₃Si
• Molecular Weight: 562.563
• Mol file: 867033-61-2.mol

Synonyms:tert-Butyl-{2-[(2R,4R,5S)-2-((E)-2-iodo-1-methyl-vinyl)-5-methyl-6-methylene-[1,3]dioxan-4-yl]-ethoxy}-diphenyl-silane

Chemical Property of tert-Butyl-{2-[(2R,4R,5S)-2-((E)-2-iodo-1-methyl-vinyl)-5-methyl-6-methylene-[1,3]dioxan-4-yl]-ethoxy}-diphenyl-silane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-Butyl-{2-[(2R,4R,5S)-2-((E)-2-iodo-1-methyl-vinyl)-5-methyl-6-methylene-[1,3]dioxan-4-yl]-ethoxy}-diphenyl-silane

There total 4 articles about tert-Butyl-{2-[(2R,4R,5S)-2-((E)-2-iodo-1-methyl-vinyl)-5-methyl-6-methylene-[1,3]dioxan-4-yl]-ethoxy}-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: 79.0%

(2R,5S,6R)-6-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-2-((E)-2-iodo-1-methyl-vinyl)-5-methyl-[1,3]dioxan-4-one (867033-53-2) + dimethyltitanocene (1271-66-5) → tert-Butyl-{2-[(2R,4R,5S)-2-((E)-2-iodo-1-methyl-vinyl)-5-methyl-6-methylene-[1,3]dioxan-4-yl]-ethoxy}-diphenyl-silane (867033-61-2)

Guidance literature:

In tetrahydrofuran; at 55 ℃; for 23h;

Reference yield: 79.0%

C26H33IO4Si → tert-Butyl-{2-[(2R,4R,5S)-2-((E)-2-iodo-1-methyl-vinyl)-5-methyl-6-methylene-[1,3]dioxan-4-yl]-ethoxy}-diphenyl-silane (867033-61-2)

Guidance literature:

DOI:10.1021/jo7018152

Reference yield:

(E)-3-iodo-2-methylprop-2-enal (106484-89-3) + (2S,3R)-5-(tert-Butyl-diphenyl-silanyloxy)-3-hydroxy-2-methyl-pentanoic acid (250328-27-9) → tert-Butyl-{2-[(2R,4R,5S)-2-((E)-2-iodo-1-methyl-vinyl)-5-methyl-6-methylene-[1,3]dioxan-4-yl]-ethoxy}-diphenyl-silane (867033-61-2)

Guidance literature:

(2S,3R)-5-(tert-Butyl-diphenyl-silanyloxy)-3-hydroxy-2-methyl-pentanoic acid; With 1,1,1,3,3,3-hexamethyl-disilazane; In dichloromethane; at 20 ℃; for 24h;

(E)-3-iodo-2-methylprop-2-enal; With trifluorormethanesulfonic acid; trimethylsilyl trifluoromethanesulfonate; 2,6-di-tert-butyl-4-methyl-phenol; In dichloromethane; at -78 ℃; for 2h;

Cp₂TiMe₂; In tetrahydrofuran; at 55 ℃; for 23h;

DOI:10.1021/ol051584i

upstream raw materials:

(E)-3-iodo-2-methylprop-2-enal

(2S,3R)-5-(tert-Butyl-diphenyl-silanyloxy)-3-hydroxy-2-methyl-pentanoic acid

3-(tert-butyldiphenylsilyloxy)-1-propanal

(2R,5S,6R)-6-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-2-((E)-2-iodo-1-methyl-vinyl)-5-methyl-[1,3]dioxan-4-one

Downstream raw materials:

(2R,3S,6R)-2-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-6-((E)-2-iodo-1-methyl-vinyl)-3-methyl-tetrahydro-pyran-4-one

C₆₁H₈₆INO₉Si₂

2-{6-[4-(tert-butyl-dimethyl-silanyloxy)-6-(2-{3-[4-(3,4-dimethoxy-benzyloxy)-6-(2-iodo-1-methyl-vinyl)-3,5-dimethyl-tetrahydro-pyran-2-yl]-propenyl}-oxazol-4-yl)-tetrahydro-pyran-2-ylmethyl]-4-methylene-tetrahydro-pyran-2-yl}-ethanol

{6-[4-(tert-butyl-dimethyl-silanyloxy)-6-(2-{3-[4-(3,4-dimethoxy-benzyloxy)-6-(2-iodo-1-methyl-vinyl)-3,5-dimethyl-tetrahydro-pyran-2-yl]-propenyl}-oxazol-4-yl)-tetrahydro-pyran-2-ylmethyl]-4-methylene-tetrahydro-pyran-2-yl}-acetaldehyde