(1'R*,2'R*,2E'')-(E)-6-(2,5-dihydroxy-3-methylphenyl)-1-<1',2'-dimethyl-2'-(4''-hydroxy-4''-methyl-2''-pentenoyl)-cyclopentyl>-4-methyl-4-hexen-2-one

Base Information

• Chemical Name: (1'R*,2'R*,2E'')-(E)-6-(2,5-dihydroxy-3-methylphenyl)-1-<1',2'-dimethyl-2'-(4''-hydroxy-4''-methyl-2''-pentenoyl)-cyclopentyl>-4-methyl-4-hexen-2-one
• CAS No.: 110351-79-6
• Molecular Formula: C₂₇H₃₈O₅
• Molecular Weight: 442.596

Synonyms:

Chemical Property of (1'R*,2'R*,2E'')-(E)-6-(2,5-dihydroxy-3-methylphenyl)-1-<1',2'-dimethyl-2'-(4''-hydroxy-4''-methyl-2''-pentenoyl)-cyclopentyl>-4-methyl-4-hexen-2-one

Chemical Property:

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Technology Process of (1'R*,2'R*,2E'')-(E)-6-(2,5-dihydroxy-3-methylphenyl)-1-<1',2'-dimethyl-2'-(4''-hydroxy-4''-methyl-2''-pentenoyl)-cyclopentyl>-4-methyl-4-hexen-2-one

There total 84 articles about (1'R*,2'R*,2E'')-(E)-6-(2,5-dihydroxy-3-methylphenyl)-1-<1',2'-dimethyl-2'-(4''-hydroxy-4''-methyl-2''-pentenoyl)-cyclopentyl>-4-methyl-4-hexen-2-one 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: 45.0%

(1'R,2'R,2''E,4E)-6-(5-t-butyldimethylsiloxy-2-hydroxy-3-methylphenyl)-1-<1',2'-dimethyl-2'-(4''-hydroxy-4''-methyl-2''-pentenoyl)cyclopentyl>-4-methyl-4-hexen-2-one (130852-46-9) → (1'R,2'R)-bifurcarenone (110351-79-6)

Guidance literature:

With hydrogen fluoride; In acetonitrile; for 5h;

DOI:10.1016/S0040-4020(01)86756-9

Reference yield: 43.0%

(1'R*,2'R*,2E'')-(Z)-6-(5-t-butyldimethylsiloxy-2-hydroxy-3-methylphenyl)-1-<1',2'-dimethyl-2'-(4''-hydroxy-4''-methyl-2''-pentenoyl)cyclopentyl>-4-methyl-4-hexen-2-one (125318-46-9,125410-08-4,130852-46-9) → (1'R*,2'R*,2E'')-(Z)-6-(2,5-dihydroxy-3-methylphenyl)-1-<1',2'-dimethyl-2'-(4''-hydroxy-4''-methyl-2''-pentenoyl)-cyclopentyl>-4-methyl-4-hexen-2-one (75872-68-3,104529-85-3,110351-79-6,125410-02-8,148347-79-9)

Guidance literature:

With hydrogen fluoride; In acetonitrile; for 5h;

DOI:10.1016/S0040-4020(01)80058-2

Reference yield: 29.0%

(1'R*,2'R*,2E'')-6-(5-t-butyldimethylsiloxy-2-hydroxy-3-methylphenyl)-1-<1',2'-dimethyl-2'-(4''-hydroxy-4''-methyl-2''-pentenoyl)cyclopentyl>-4-methyl-4-hexen-2-one (125318-46-9,125410-08-4,130852-46-9) → (1'R*,2'R*,2E'')-(E)-6-(2,5-dihydroxy-3-methylphenyl)-1-<1',2'-dimethyl-2'-(4''-hydroxy-4''-methyl-2''-pentenoyl)-cyclopentyl>-4-methyl-4-hexen-2-one (75872-68-3,104529-85-3,110351-79-6,125410-02-8,148347-79-9)

Guidance literature:

With hydrogen fluoride; In acetonitrile;

DOI:10.1016/S0040-4020(01)80058-2

upstream raw materials:

(1'R,2'R,2''E,4E)-6-(5-t-butyldimethylsiloxy-2-hydroxy-3-methylphenyl)-1-<1',2'-dimethyl-2'-(4''-hydroxy-4''-methyl-2''-pentenoyl)cyclopentyl>-4-methyl-4-hexen-2-one

(1R*,6R*)-1,6-dimethyl-3-oxabicyclo<4.3.0>nonan-4-one

(1R,2R)-2-t-butyldimethylsiloxymethyl-1,2-dimethylcyclopentaneethanol

(1R,2R)-2-t-butyldimethylsiloxymethyl-1,2-dimethylcyclopentaneacetaldehyde

Downstream raw materials:

Acetic acid 4-acetoxy-2-{(Z)-6-[(1R,2R)-1,2-dimethyl-2-((E)-4-methyl-penta-2,4-dienoyl)-cyclopentyl]-3-methyl-5-oxo-hex-2-enyl}-6-methyl-phenyl ester

2-{(Z)-6-[(1R,2R)-2-((E)-4-Hydroxy-4-methyl-pent-2-enoyl)-1,2-dimethyl-cyclopentyl]-3-methyl-5-oxo-hex-2-enyl}-6-methyl-[1,4]benzoquinone

Acetic acid 4-acetoxy-2-{(Z)-6-[(1R,2R)-2-((E)-4-hydroxy-4-methyl-pent-2-enoyl)-1,2-dimethyl-cyclopentyl]-3-methyl-5-oxo-hex-2-enyl}-6-methyl-phenyl ester

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