(S)-4-Benzyloxy-1-[(2R,5R)-5-((S)-1-methoxymethoxy-1,5-dimethyl-hex-4-enyl)-2-methyl-tetrahydro-furan-2-yl]-butan-1-ol

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Chemical Name:(S)-4-Benzyloxy-1-[(2R,5R)-5-((S)-1-methoxymethoxy-1,5-dimethyl-hex-4-enyl)-2-methyl-tetrahydro-furan-2-yl]-butan-1-ol
CAS No.:116216-79-6
Molecular Formula:C₂₆H₄₂O₅
Molecular Weight:434.616
Hs Code.:

Synonyms:(S)-4-Benzyloxy-1-[(2R,5R)-5-((S)-1-methoxymethoxy-1,5-dimethyl-hex-4-enyl)-2-methyl-tetrahydro-furan-2-yl]-butan-1-ol

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Chemical Property of (S)-4-Benzyloxy-1-[(2R,5R)-5-((S)-1-methoxymethoxy-1,5-dimethyl-hex-4-enyl)-2-methyl-tetrahydro-furan-2-yl]-butan-1-ol

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Technology Process of (S)-4-Benzyloxy-1-[(2R,5R)-5-((S)-1-methoxymethoxy-1,5-dimethyl-hex-4-enyl)-2-methyl-tetrahydro-furan-2-yl]-butan-1-ol

There total 12 articles about (S)-4-Benzyloxy-1-[(2R,5R)-5-((S)-1-methoxymethoxy-1,5-dimethyl-hex-4-enyl)-2-methyl-tetrahydro-furan-2-yl]-butan-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: 72.0%

: 116216-78-5
(E)-(6S,7R)-14-Benzyloxy-6-methoxymethoxy-2,6,10-trimethyl-tetradeca-2,10-dien-7-ol

: 116216-79-6
(S)-4-Benzyloxy-1-[(2R,5R)-5-((S)-1-methoxymethoxy-1,5-dimethyl-hex-4-enyl)-2-methyl-tetrahydro-furan-2-yl]-butan-1-ol

Guidance literature:: With tert.-butylhydroperoxide; bis(acetylacetonate)oxovanadium; In dichloromethane; for 7h; Ambient temperature;
DOI:10.1016/S0040-4039(00)96808-4

Reference yield:

: 4541-14-4
4-benzyloxy-butan-1-ol

: 116216-79-6
(S)-4-Benzyloxy-1-[(2R,5R)-5-((S)-1-methoxymethoxy-1,5-dimethyl-hex-4-enyl)-2-methyl-tetrahydro-furan-2-yl]-butan-1-ol

Guidance literature:: Multi-step reaction with 7 steps

1: 1.) PCC, 2.) NaH / 1.) CH₂Cl₂, rt, 2.) THF, O deg C

2: 73 percent / Red-Al / benzene / Heating

3: 76 percent / CCl₄, PPh₃ / benzene / Heating

4: 93 percent / dimethylformamide / 0 °C

5: 78 percent / n-BuLi, DABCO / tetrahydrofuran / 3 h / -78 °C

6: 77 percent / Na / tetrahydrofuran; propan-2-ol / 3 h / Heating

7: 72 percent / t-BuOOH / VO(acac)2 / CH₂Cl₂ / 7 h / Ambient temperature

With 1,4-diaza-bicyclo[2.2.2]octane; tert.-butylhydroperoxide; tetrachloromethane; n-butyllithium; sodium; sodium hydride; triphenylphosphine; sodium bis(2-methoxyethoxy)aluminium dihydride; pyridinium chlorochromate; bis(acetylacetonate)oxovanadium; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; isopropyl alcohol; benzene;
DOI:10.1016/S0040-4039(00)96808-4

Reference yield:

: 116428-33-2
(E)-6-(Benzyloxy)-1-chloro-2-methyl-2-hexene

: 116216-79-6
(S)-4-Benzyloxy-1-[(2R,5R)-5-((S)-1-methoxymethoxy-1,5-dimethyl-hex-4-enyl)-2-methyl-tetrahydro-furan-2-yl]-butan-1-ol

Guidance literature:: Multi-step reaction with 4 steps

1: 93 percent / dimethylformamide / 0 °C

2: 78 percent / n-BuLi, DABCO / tetrahydrofuran / 3 h / -78 °C

3: 77 percent / Na / tetrahydrofuran; propan-2-ol / 3 h / Heating

4: 72 percent / t-BuOOH / VO(acac)2 / CH₂Cl₂ / 7 h / Ambient temperature

With 1,4-diaza-bicyclo[2.2.2]octane; tert.-butylhydroperoxide; n-butyllithium; sodium; bis(acetylacetonate)oxovanadium; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; isopropyl alcohol;
DOI:10.1016/S0040-4039(00)96808-4