(3R,4R,5R,6R,7R)-6-Benzyloxy-5-(4-methoxy-benzyloxymethyl)-3,7-dimethyl-nona-1,8-dien-4-ol

Base Information

• Chemical Name: (3R,4R,5R,6R,7R)-6-Benzyloxy-5-(4-methoxy-benzyloxymethyl)-3,7-dimethyl-nona-1,8-dien-4-ol
• CAS No.: 120016-79-7
• Molecular Formula: C₂₇H₃₆O₄
• Molecular Weight: 424.58

Synonyms:(3R,4R,5R,6R,7R)-6-Benzyloxy-5-(4-methoxy-benzyloxymethyl)-3,7-dimethyl-nona-1,8-dien-4-ol

Chemical Property of (3R,4R,5R,6R,7R)-6-Benzyloxy-5-(4-methoxy-benzyloxymethyl)-3,7-dimethyl-nona-1,8-dien-4-ol

Chemical Property:

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Technology Process of (3R,4R,5R,6R,7R)-6-Benzyloxy-5-(4-methoxy-benzyloxymethyl)-3,7-dimethyl-nona-1,8-dien-4-ol

There total 3 articles about (3R,4R,5R,6R,7R)-6-Benzyloxy-5-(4-methoxy-benzyloxymethyl)-3,7-dimethyl-nona-1,8-dien-4-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: 89.0%

(4R,6R)-5-(4-Methoxy-benzyloxymethyl)-4,6-bis-((R)-1-methyl-allyl)-2-phenyl-[1,3]dioxane (120016-78-6) → (3R,4R,5R,6R,7R)-6-Benzyloxy-5-(4-methoxy-benzyloxymethyl)-3,7-dimethyl-nona-1,8-dien-4-ol (120016-79-7)

Guidance literature:

With diisobutylaluminium hydride; In dichloromethane; at 0 ℃;

DOI:10.1016/S0040-4039(00)80423-2

Reference yield:

(3R,4R,6R,7R)-5-(4-Methoxy-benzyloxymethyl)-3,7-dimethyl-nona-1,8-diene-4,6-diol (120016-77-5) → (3R,4R,5R,6R,7R)-6-Benzyloxy-5-(4-methoxy-benzyloxymethyl)-3,7-dimethyl-nona-1,8-dien-4-ol (120016-79-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 87 percent / p-toluenesulfonic acid / benzene / 0 °C

2: 89 percent / DIBAL-H / CH₂Cl₂ / 0 °C

With diisobutylaluminium hydride; toluene-4-sulfonic acid; In dichloromethane; benzene;

DOI:10.1016/S0040-4039(00)80423-2

Reference yield:

benzaldehyde (100-52-7) → (3R,4R,5R,6R,7R)-6-Benzyloxy-5-(4-methoxy-benzyloxymethyl)-3,7-dimethyl-nona-1,8-dien-4-ol (120016-79-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 87 percent / p-toluenesulfonic acid / benzene / 0 °C

2: 89 percent / DIBAL-H / CH₂Cl₂ / 0 °C

With diisobutylaluminium hydride; toluene-4-sulfonic acid; In dichloromethane; benzene;

DOI:10.1016/S0040-4039(00)80423-2

upstream raw materials:

(4R,6R)-5-(4-Methoxy-benzyloxymethyl)-4,6-bis-((R)-1-methyl-allyl)-2-phenyl-[1,3]dioxane

(3R,4R,6R,7R)-5-(4-Methoxy-benzyloxymethyl)-3,7-dimethyl-nona-1,8-diene-4,6-diol

benzaldehyde

Downstream raw materials:

(4R,5S)-5-((1R,2R)-1-Benzyloxy-2-methyl-but-3-enyl)-2,2-dimethyl-4-((R)-1-methyl-allyl)-[1,3]dioxane

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