(2R,3S,5Z,7S,10E)-2,3-epoxy-12-(4-methoxybenzyloxy)-2,6,10-trimethyl-7-(triethylsiloxy)dodeca-5,10-diene-1-al

Base Information

Chemical Name:(2R,3S,5Z,7S,10E)-2,3-epoxy-12-(4-methoxybenzyloxy)-2,6,10-trimethyl-7-(triethylsiloxy)dodeca-5,10-diene-1-al
CAS No.:950598-29-5
Molecular Formula:C₂₉H₄₆O₅Si
Molecular Weight:502.767
Hs Code.:

Synonyms:(2R,3S,5Z,7S,10E)-2,3-epoxy-12-(4-methoxybenzyloxy)-2,6,10-trimethyl-7-(triethylsiloxy)dodeca-5,10-diene-1-al

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Chemical Property of (2R,3S,5Z,7S,10E)-2,3-epoxy-12-(4-methoxybenzyloxy)-2,6,10-trimethyl-7-(triethylsiloxy)dodeca-5,10-diene-1-al

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Technology Process of (2R,3S,5Z,7S,10E)-2,3-epoxy-12-(4-methoxybenzyloxy)-2,6,10-trimethyl-7-(triethylsiloxy)dodeca-5,10-diene-1-al

There total 12 articles about (2R,3S,5Z,7S,10E)-2,3-epoxy-12-(4-methoxybenzyloxy)-2,6,10-trimethyl-7-(triethylsiloxy)dodeca-5,10-diene-1-al 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: 99.0%

: C₂₉H₄₈O₅Si

: 950598-29-5
(2R,3S,5Z,7S,10E)-2,3-epoxy-12-(4-methoxybenzyloxy)-2,6,10-trimethyl-7-(triethylsiloxy)dodeca-5,10-diene-1-al

Guidance literature:: With sulfur trioxide; triethylamine; In pyridine; dichloromethane; dimethyl sulfoxide; at 0 ℃; for 3.5h; Inert atmosphere;
DOI:10.1021/jo802249k

Reference yield:

: 950598-27-3
C₂₂H₃₀O₄

: 950598-29-5
(2R,3S,5Z,7S,10E)-2,3-epoxy-12-(4-methoxybenzyloxy)-2,6,10-trimethyl-7-(triethylsiloxy)dodeca-5,10-diene-1-al

Guidance literature:: Multi-step reaction with 7 steps

1: 74 percent / [RuCl₂(=CHPh)(PCy₃)(SIMes)] / CH₂Cl₂ / 40 °C

2: DIBALH / CH₂Cl₂ / -78 °C

3: toluene / 80 °C

4: imidazole / CH₂Cl₂

5: DIBALH / CH₂Cl₂ / -78 °C

6: L-(+)-diethyl tartrate; Ti(i-PrO)4; TBHP / molecular sieves 4 Angstroem / CH₂Cl₂ / -20 °C

7: SO₃*pyridine; DMSO; Et₃N / CH₂Cl₂ / -78 - 0 °C

With 1H-imidazole; titanium(IV) isopropylate; tert.-butylhydroperoxide; pyridine-SO₃ complex; diethyl (2R,3R)-tartrate; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; 4 A molecular sieve; In dichloromethane; toluene; 3: Wittig reaction / 6: Sharpless asymmetric epoxidation;
DOI:10.1021/ja073952e

Reference yield:

: 950598-28-4
(3Z,5S,8E)-10-(4-methoxybenzyloxy)-4,8-dimethyldeca-3,8-dien-5-olide

: 950598-29-5
(2R,3S,5Z,7S,10E)-2,3-epoxy-12-(4-methoxybenzyloxy)-2,6,10-trimethyl-7-(triethylsiloxy)dodeca-5,10-diene-1-al

Guidance literature:: Multi-step reaction with 6 steps

1: DIBALH / CH₂Cl₂ / -78 °C

2: toluene / 80 °C

3: imidazole / CH₂Cl₂

4: DIBALH / CH₂Cl₂ / -78 °C

5: L-(+)-diethyl tartrate; Ti(i-PrO)4; TBHP / molecular sieves 4 Angstroem / CH₂Cl₂ / -20 °C

6: SO₃*pyridine; DMSO; Et₃N / CH₂Cl₂ / -78 - 0 °C

With 1H-imidazole; titanium(IV) isopropylate; tert.-butylhydroperoxide; pyridine-SO₃ complex; diethyl (2R,3R)-tartrate; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; 4 A molecular sieve; In dichloromethane; toluene; 2: Wittig reaction / 5: Sharpless asymmetric epoxidation;
DOI:10.1021/ja073952e