(1S,4S,5S,6R)-5-benzyloxy-4-[(1R)-1-(4-methoxy-benzyloxy)-allyl]-6-methoxymethyl-cyclohex-2-enol

Base Information

Chemical Name:(1S,4S,5S,6R)-5-benzyloxy-4-[(1R)-1-(4-methoxy-benzyloxy)-allyl]-6-methoxymethyl-cyclohex-2-enol
CAS No.:931095-27-1
Molecular Formula:C₂₆H₃₂O₅
Molecular Weight:424.537
Hs Code.:

Synonyms:(1S,4S,5S,6R)-5-benzyloxy-4-[(1R)-1-(4-methoxy-benzyloxy)-allyl]-6-methoxymethyl-cyclohex-2-enol

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Chemical Property of (1S,4S,5S,6R)-5-benzyloxy-4-[(1R)-1-(4-methoxy-benzyloxy)-allyl]-6-methoxymethyl-cyclohex-2-enol

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Technology Process of (1S,4S,5S,6R)-5-benzyloxy-4-[(1R)-1-(4-methoxy-benzyloxy)-allyl]-6-methoxymethyl-cyclohex-2-enol

There total 4 articles about (1S,4S,5S,6R)-5-benzyloxy-4-[(1R)-1-(4-methoxy-benzyloxy)-allyl]-6-methoxymethyl-cyclohex-2-enol 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: 100.0%

: 931095-15-7
{(1S,4S,5S,6R)-5-benzyloxy-4-[(1R)-1-(4-methoxy-benzyloxy)-allyl]-6-methoxymethyl-cyclohex-2-enyloxy}-triethylsilane

: 931095-27-1
(1S,4S,5S,6R)-5-benzyloxy-4-[(1R)-1-(4-methoxy-benzyloxy)-allyl]-6-methoxymethyl-cyclohex-2-enol

Guidance literature:: With ammonium fluoride; In methanol; at 20 ℃; for 3h;
DOI:10.1021/ol0630189

Reference yield:

: 931095-26-0
(1R)-1-[(1S,4S,5R,6R)-6-benzyloxy-5-methoxymethyl-4-triethylsilanyloxy-cyclohex-2-enyl]-1-(4-methoxy-benzyloxy)-acetaldehyde

: 931095-27-1
(1S,4S,5S,6R)-5-benzyloxy-4-[(1R)-1-(4-methoxy-benzyloxy)-allyl]-6-methoxymethyl-cyclohex-2-enol

Guidance literature:: Multi-step reaction with 2 steps

1.1: tBuOK / tetrahydrofuran / 0.08 h / Heating

1.2: 91 percent / tetrahydrofuran / 0.17 h / 20 °C

2.1: 100 percent / NH₄F / methanol / 3 h / 20 °C

With ammonium fluoride; potassium tert-butylate; In tetrahydrofuran; methanol; 1.2: Wittig olefination;
DOI:10.1021/ol0630189

Reference yield:

: 931095-25-9
(1S)-1-[(1S,4S,5R,6R)-6-benzyloxy-5-methoxymethyl-4-triethylsilanyloxy-cyclohex-2-enyl]-1-(4-methoxy-benzyloxy)-acetic acid methyl ester

: 931095-27-1
(1S,4S,5S,6R)-5-benzyloxy-4-[(1R)-1-(4-methoxy-benzyloxy)-allyl]-6-methoxymethyl-cyclohex-2-enol

Guidance literature:: Multi-step reaction with 3 steps

1.1: 93 percent / DIBAL-H / CH₂Cl₂; toluene / 3 h / -78 °C

2.1: tBuOK / tetrahydrofuran / 0.08 h / Heating

2.2: 91 percent / tetrahydrofuran / 0.17 h / 20 °C

3.1: 100 percent / NH₄F / methanol / 3 h / 20 °C

With ammonium fluoride; potassium tert-butylate; diisobutylaluminium hydride; In tetrahydrofuran; methanol; dichloromethane; toluene; 2.2: Wittig olefination;
DOI:10.1021/ol0630189