(S)-2-((E)-2-{(4S,5S)-5-[2-(4-Methoxy-benzyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-vinyl)-4-methyl-3,6-dihydro-2H-pyran

Base Information

• Chemical Name: (S)-2-((E)-2-{(4S,5S)-5-[2-(4-Methoxy-benzyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-vinyl)-4-methyl-3,6-dihydro-2H-pyran
• CAS No.: 856410-39-4
• Molecular Formula: C₂₃H₃₂O₅
• Molecular Weight: 388.504
• Mol file: 856410-39-4.mol

Synonyms:(S)-2-((E)-2-{(4S,5S)-5-[2-(4-Methoxy-benzyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-vinyl)-4-methyl-3,6-dihydro-2H-pyran

Chemical Property of (S)-2-((E)-2-{(4S,5S)-5-[2-(4-Methoxy-benzyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-vinyl)-4-methyl-3,6-dihydro-2H-pyran

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-((E)-2-{(4S,5S)-5-[2-(4-Methoxy-benzyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-vinyl)-4-methyl-3,6-dihydro-2H-pyran

There total 26 articles about (S)-2-((E)-2-{(4S,5S)-5-[2-(4-Methoxy-benzyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-vinyl)-4-methyl-3,6-dihydro-2H-pyran 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%

(2E,5Z)-(S)-1-{(4S,5S)-5-[2-(4-Methoxy-benzyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-5-methyl-hepta-2,5-diene-1,7-diol → (S)-2-((E)-2-{(4S,5S)-5-[2-(4-Methoxy-benzyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-vinyl)-4-methyl-3,6-dihydro-2H-pyran (856410-39-4)

Guidance literature:

dichloro bis(acetonitrile) palladium(II); In tetrahydrofuran; at 0 ℃; for 3h;

DOI:10.1002/anie.200500029

Reference yield: 59.0%

Carbonic acid (2E,5Z)-(S)-7-hydroxy-1-{(4R,5S)-5-[2-(4-methoxy-benzyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-5-methyl-hepta-2,5-dienyl ester methyl ester → (2Z,4E,6E)-7-{(4S,5S)-5-[2-(4-Methoxy-benzyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-3-methyl-hepta-2,4,6-trien-1-ol + (S)-2-((E)-2-{(4S,5S)-5-[2-(4-Methoxy-benzyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-vinyl)-4-methyl-3,6-dihydro-2H-pyran (856410-39-4)

Guidance literature:

With 2.9-dimethyl-1,10-phenanthroline; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; In toluene; at 80 ℃;

DOI:10.1002/anie.200500029

Reference yield:

Benzoic acid (2E,5Z)-(S)-7-(tert-butyl-diphenyl-silanyloxy)-1-{(4R,5S)-5-[2-(4-methoxy-benzyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-5-methyl-hepta-2,5-dienyl ester (856410-51-0) → (S)-2-((E)-2-{(4S,5S)-5-[2-(4-Methoxy-benzyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-vinyl)-4-methyl-3,6-dihydro-2H-pyran (856410-39-4)

Guidance literature:

Benzoic acid (2E,5Z)-(S)-7-(tert-butyl-diphenyl-silanyloxy)-1-{(4R,5S)-5-[2-(4-methoxy-benzyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-5-methyl-hepta-2,5-dienyl ester; With potassium carbonate; In methanol; at 20 ℃;

dichloro bis(acetonitrile) palladium(II); In tetrahydrofuran; at 0 ℃;

DOI:10.1002/anie.200500029

upstream raw materials:

2,2-dimethoxy-propane

(E)-(3S,4S)-6-(4-Methoxy-benzyloxy)-1-((S)-4-methyl-3,6-dihydro-2H-pyran-2-yl)-hex-1-ene-3,4-diol

benzoic acid

(2E,5Z)-(1R)-7-(tert-butyldiphenylsilyl)oxy-1-{(4R,5S)-2,2-dimethyl-5-[2-(4-methoxybenzyloxy)ethyl]-[1,3]-dioxolan-4-yl}-5-methyl-hepta-2,5-dien-1-ol

Downstream raw materials:

(E)-(3S,4S)-6-(4-Methoxy-benzyloxy)-1-((S)-4-methyl-3,6-dihydro-2H-pyran-2-yl)-hex-1-ene-3,4-diol

tert-Butyl-[(E)-(S)-7-{(4S,5S)-2,2-dimethyl-5-[(E)-2-((S)-4-methyl-3,6-dihydro-2H-pyran-2-yl)-vinyl]-[1,3]dioxolan-4-yl}-4-(4-methoxy-benzyloxy)-2-methylene-hept-5-enyloxy]-diphenyl-silane

6-(tert-butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxy)-8-(4-methyl-3,6-dihydro-2H-pyran-2-yl)-octa-2,7-dienoic acid methyl ester

(2E,7E)(5S,6S)-6-(tert-butyldimethylsilyloxy)-5-(4-methoxy-benzyloxy)-8-((2S)-4-methyl-3,6-dihydro-2H-pyran-2-yl)-octa-2,7-dienal