(4S,6R)-4-Ethynyl-6-[(E)-(3S,4S)-4-(4-methoxy-benzyloxy)-3,5-dimethyl-hex-1-enyl]-2,2-dimethyl-[1,3]dioxane

Base Information

Chemical Name:(4S,6R)-4-Ethynyl-6-[(E)-(3S,4S)-4-(4-methoxy-benzyloxy)-3,5-dimethyl-hex-1-enyl]-2,2-dimethyl-[1,3]dioxane
CAS No.:676548-82-6
Molecular Formula:C₂₄H₃₄O₄
Molecular Weight:386.532
Hs Code.:

Synonyms:(4S,6R)-4-Ethynyl-6-[(E)-(3S,4S)-4-(4-methoxy-benzyloxy)-3,5-dimethyl-hex-1-enyl]-2,2-dimethyl-[1,3]dioxane

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Chemical Property of (4S,6R)-4-Ethynyl-6-[(E)-(3S,4S)-4-(4-methoxy-benzyloxy)-3,5-dimethyl-hex-1-enyl]-2,2-dimethyl-[1,3]dioxane

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Technology Process of (4S,6R)-4-Ethynyl-6-[(E)-(3S,4S)-4-(4-methoxy-benzyloxy)-3,5-dimethyl-hex-1-enyl]-2,2-dimethyl-[1,3]dioxane

There total 6 articles about (4S,6R)-4-Ethynyl-6-[(E)-(3S,4S)-4-(4-methoxy-benzyloxy)-3,5-dimethyl-hex-1-enyl]-2,2-dimethyl-[1,3]dioxane 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:

: 676548-69-9
(3S,4S)-2,4-dimethyl-3-(p-methoxybenzyloxy)-5-hexene

: 676548-82-6
(4S,6R)-4-Ethynyl-6-[(E)-(3S,4S)-4-(4-methoxy-benzyloxy)-3,5-dimethyl-hex-1-enyl]-2,2-dimethyl-[1,3]dioxane

Guidance literature:: Multi-step reaction with 6 steps

1: 58 percent / (4,5-dihydrolMes)Cl₂Ru=CH-(o-OiPr)C₆H₄ / CH₂Cl₂ / 53 h

2: 91 percent / DIBAL-H / CH₂Cl₂ / 0.5 h / -78 °C

3: 89 percent / SO₃*pyridine; Et₃N; DMSO / CH₂Cl₂ / 4 h / 20 °C

4: K₂CO₃; MeOH / 3 h / 20 °C

5: 2.22 g / TsOH*H₂O; 3 Angstroem molecular sieves / 17 h / 20 °C

With methanol; pyridine-SO₃ complex; (4,5-dihydrolMes)Cl₂Ru=CH-(o-OiPr)C₆H₄; 3 A molecular sieve; diisobutylaluminium hydride; potassium carbonate; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; In dichloromethane;
DOI:10.1021/ja039618+

Reference yield:

: 676548-73-5
(4S,5S)-4,6-dimethyl-5-(p-methoxybenzyloxy)-trans-hept-2-enoate, methyl ester

: 676548-82-6
(4S,6R)-4-Ethynyl-6-[(E)-(3S,4S)-4-(4-methoxy-benzyloxy)-3,5-dimethyl-hex-1-enyl]-2,2-dimethyl-[1,3]dioxane

Guidance literature:: Multi-step reaction with 5 steps

1: 91 percent / DIBAL-H / CH₂Cl₂ / 0.5 h / -78 °C

2: 89 percent / SO₃*pyridine; Et₃N; DMSO / CH₂Cl₂ / 4 h / 20 °C

3: K₂CO₃; MeOH / 3 h / 20 °C

4: 2.22 g / TsOH*H₂O; 3 Angstroem molecular sieves / 17 h / 20 °C

With methanol; pyridine-SO₃ complex; 3 A molecular sieve; diisobutylaluminium hydride; potassium carbonate; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; In dichloromethane;
DOI:10.1021/ja039618+

Reference yield:

: 676549-52-3
(4S,5S)-4,6-dimethyl-5-(p-methoxybenzyloxy)-trans-hept-2-en-1-ol

: 676548-82-6
(4S,6R)-4-Ethynyl-6-[(E)-(3S,4S)-4-(4-methoxy-benzyloxy)-3,5-dimethyl-hex-1-enyl]-2,2-dimethyl-[1,3]dioxane

Guidance literature:: Multi-step reaction with 4 steps

1: 89 percent / SO₃*pyridine; Et₃N; DMSO / CH₂Cl₂ / 4 h / 20 °C

2: K₂CO₃; MeOH / 3 h / 20 °C

3: 2.22 g / TsOH*H₂O; 3 Angstroem molecular sieves / 17 h / 20 °C

With methanol; pyridine-SO₃ complex; 3 A molecular sieve; potassium carbonate; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; In dichloromethane;
DOI:10.1021/ja039618+