(2E,8E,10E)-(S)-(+)-tert-butyl 2,6-dimethyl-12-hydroxy-dodeca-2,8,10-trienoate

Base Information

• Chemical Name: (2E,8E,10E)-(S)-(+)-tert-butyl 2,6-dimethyl-12-hydroxy-dodeca-2,8,10-trienoate
• CAS No.: 103522-55-0
• Molecular Formula: C₁₈H₃₀O₃
• Molecular Weight: 294.434

Synonyms:(2E,8E,10E)-(S)-(+)-tert-butyl 2,6-dimethyl-12-hydroxy-dodeca-2,8,10-trienoate

Chemical Property of (2E,8E,10E)-(S)-(+)-tert-butyl 2,6-dimethyl-12-hydroxy-dodeca-2,8,10-trienoate

Chemical Property:

Purity/Quality:

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Technology Process of (2E,8E,10E)-(S)-(+)-tert-butyl 2,6-dimethyl-12-hydroxy-dodeca-2,8,10-trienoate

There total 1 articles about (2E,8E,10E)-(S)-(+)-tert-butyl 2,6-dimethyl-12-hydroxy-dodeca-2,8,10-trienoate 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:

(2E,4E,10E)-(R)-(-)-methyl 11-tert-butoxycarbonyl-7-methyl-undeca-2,4,10-trienoate (103522-54-9) → (3R)-citronellol (1117-61-9) + (2E,8E,10E)-(S)-(+)-tert-butyl 2,6-dimethyl-12-hydroxy-dodeca-2,8,10-trienoate (103522-55-0)

Guidance literature:

With diisobutylaluminium hydride; In tetrahydrofuran; toluene; at -78 ℃; for 0.5h;

Reference yield:

(2E,8E,10E)-(S)-(+)-tert-butyl 2,6-dimethyl-12-hydroxy-dodeca-2,8,10-trienoate (103522-55-0) → oblongolide (97344-05-3) + (1S,2R,4aS,6R,8aR)-2-Hydroxymethyl-1,6-dimethyl-1,2,4a,5,6,7,8,8a-octahydro-naphthalene-1-carboxylic acid tert-butyl ester + (1R,2R,4aS,6R,8aS)-2-Hydroxymethyl-1,6-dimethyl-1,2,4a,5,6,7,8,8a-octahydro-naphthalene-1-carboxylic acid tert-butyl ester

Guidance literature:

In toluene; at 155 ℃; for 7h;

DOI:10.1039/c39860000049

Reference yield:

(2E,8E,10E)-(S)-(+)-tert-butyl 2,6-dimethyl-12-hydroxy-dodeca-2,8,10-trienoate (103522-55-0) → oblongolide (97344-05-3) + (1S,2R,4aS,6R,8aR)-2-Hydroxymethyl-1,6-dimethyl-1,2,4a,5,6,7,8,8a-octahydro-naphthalene-1-carboxylic acid tert-butyl ester + (1S,2S,4aR,6R,8aR)-2-Hydroxymethyl-1,6-dimethyl-1,2,4a,5,6,7,8,8a-octahydro-naphthalene-1-carboxylic acid tert-butyl ester

Guidance literature:

at 155 ℃; for 7h; Yield given. Yields of byproduct given;

upstream raw materials:

(2E,4E,10E)-(R)-(-)-methyl 11-tert-butoxycarbonyl-7-methyl-undeca-2,4,10-trienoate

Downstream raw materials:

oblongolide

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