6-benzyloxy-6-(5-benzyloxymethyl-tetrahydro-furan-2-yl)-2-methyl-hexa-2,4-dien-1-ol

Base Information

Chemical Name:6-benzyloxy-6-(5-benzyloxymethyl-tetrahydro-furan-2-yl)-2-methyl-hexa-2,4-dien-1-ol
CAS No.:936819-05-5
Molecular Formula:C₂₆H₃₂O₄
Molecular Weight:408.538
Hs Code.:

Synonyms:6-benzyloxy-6-(5-benzyloxymethyl-tetrahydro-furan-2-yl)-2-methyl-hexa-2,4-dien-1-ol

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Chemical Property of 6-benzyloxy-6-(5-benzyloxymethyl-tetrahydro-furan-2-yl)-2-methyl-hexa-2,4-dien-1-ol

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Technology Process of 6-benzyloxy-6-(5-benzyloxymethyl-tetrahydro-furan-2-yl)-2-methyl-hexa-2,4-dien-1-ol

There total 13 articles about 6-benzyloxy-6-(5-benzyloxymethyl-tetrahydro-furan-2-yl)-2-methyl-hexa-2,4-dien-1-ol 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: 91.0%

: 936819-04-4
6-benzyloxy-6-(5-benzyloxymethyl-tetrahydro-furan-2-yl)-2-methyl-hexa-2,4-dienoic acid ethyl ester

: 936819-05-5
6-benzyloxy-6-(5-benzyloxymethyl-tetrahydro-furan-2-yl)-2-methyl-hexa-2,4-dien-1-ol

Guidance literature:: With diisobutylaluminium hydride; In dichloromethane; at -78 ℃; for 1h;
DOI:10.1055/s-2007-967968

Reference yield:

: 936819-00-0
3-(1-benzyloxymethyl-allyloxy)-1-(4-methoxy-benzyloxy)-pent-4-en-2-ol

: 936819-05-5
6-benzyloxy-6-(5-benzyloxymethyl-tetrahydro-furan-2-yl)-2-methyl-hexa-2,4-dien-1-ol

Guidance literature:: Multi-step reaction with 7 steps

1: 87 percent / NaH / dimethylformamide / 2 h / 0 °C

2: 79 percent / Grubbs' second-generation catalyst / CH₂Cl₂ / 18 h / Heating

3: 72 percent / H₂ / Pd/C / ethyl acetate / 2 h

4: 85 percent / DDQ / CH₂Cl₂; H₂O / 4 h / 20 °C

5: 2-iodoxybenzoic acid / dimethylsulfoxide; tetrahydrofuran / 5 h

6: LDA / tetrahydrofuran / 2 h / -78 °C

7: 91 percent / DIBAL-H / CH₂Cl₂ / 1 h / -78 °C

With hydrogen; sodium hydride; diisobutylaluminium hydride; 2,3-dicyano-5,6-dichloro-p-benzoquinone; lithium diisopropyl amide; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; water; dimethyl sulfoxide; ethyl acetate; N,N-dimethyl-formamide; 6: Wittig-Horner reaction;
DOI:10.1055/s-2007-967968

Reference yield:

: 936819-02-2
2-[1-benzyloxy-2-(4-methoxy-benzyloxy)-ethyl]-5-benzyloxymethyl-2,5-dihydro-furan

: 936819-05-5
6-benzyloxy-6-(5-benzyloxymethyl-tetrahydro-furan-2-yl)-2-methyl-hexa-2,4-dien-1-ol

Guidance literature:: Multi-step reaction with 5 steps

1: 72 percent / H₂ / Pd/C / ethyl acetate / 2 h

2: 85 percent / DDQ / CH₂Cl₂; H₂O / 4 h / 20 °C

3: 2-iodoxybenzoic acid / dimethylsulfoxide; tetrahydrofuran / 5 h

4: LDA / tetrahydrofuran / 2 h / -78 °C

5: 91 percent / DIBAL-H / CH₂Cl₂ / 1 h / -78 °C

With hydrogen; diisobutylaluminium hydride; 2,3-dicyano-5,6-dichloro-p-benzoquinone; lithium diisopropyl amide; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; water; dimethyl sulfoxide; ethyl acetate; 4: Wittig-Horner reaction;
DOI:10.1055/s-2007-967968