2-((3S,5R)-5,6-dihydroxy-6-methylhept-1-en-3-yl)-5-methylcyclohexa-2,5-diene-1,4-dione

Base Information

Chemical Name:2-((3S,5R)-5,6-dihydroxy-6-methylhept-1-en-3-yl)-5-methylcyclohexa-2,5-diene-1,4-dione
CAS No.:1242430-86-9
Molecular Formula:C₁₅H₂₀O₄
Molecular Weight:264.321
Hs Code.:

Synonyms:2-((3S,5R)-5,6-dihydroxy-6-methylhept-1-en-3-yl)-5-methylcyclohexa-2,5-diene-1,4-dione

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Chemical Property of 2-((3S,5R)-5,6-dihydroxy-6-methylhept-1-en-3-yl)-5-methylcyclohexa-2,5-diene-1,4-dione

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Technology Process of 2-((3S,5R)-5,6-dihydroxy-6-methylhept-1-en-3-yl)-5-methylcyclohexa-2,5-diene-1,4-dione

There total 6 articles about 2-((3S,5R)-5,6-dihydroxy-6-methylhept-1-en-3-yl)-5-methylcyclohexa-2,5-diene-1,4-dione 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: 98.0%

: 1242430-85-8
(3R,5S)-5-(2,5-dimethoxy-4-methylphenyl)-2-methylhept-6-ene-2,3-diol

: 1242430-86-9
2-((3S,5R)-5,6-dihydroxy-6-methylhept-1-en-3-yl)-5-methylcyclohexa-2,5-diene-1,4-dione

Guidance literature:: With ammonium cerium (IV) nitrate; In water; acetonitrile; at 0 ℃;
DOI:10.1039/c0cc00481b

Reference yield:

: 1242430-82-5
(R)-6-(2-hydroxypropan-2-yl)-5,6-dihydro-2H-pyran-2-one

: 1242430-86-9
2-((3S,5R)-5,6-dihydroxy-6-methylhept-1-en-3-yl)-5-methylcyclohexa-2,5-diene-1,4-dione

Guidance literature:: Multi-step reaction with 4 steps

1.1: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; caesium carbonate; triphenylphosphine / chloroform; toluene / 20 - 60 °C / Inert atmosphere

2.1: lithium borohydride / tetrahydrofuran; diethyl ether / 0 - 20 °C / Inert atmosphere

3.1: ortho-nitrophenyl selenocyanate; tributylphosphine / tetrahydrofuran / 1 h / 0 °C / Inert atmosphere

3.2: 24 h / 0 °C / Inert atmosphere

4.1: ammonium cerium (IV) nitrate / water; acetonitrile / 0.5 h / 0 °C / Inert atmosphere

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; lithium borohydride; ortho-nitrophenyl selenocyanate; ammonium cerium (IV) nitrate; tributylphosphine; caesium carbonate; triphenylphosphine; In tetrahydrofuran; diethyl ether; chloroform; water; toluene; acetonitrile;
DOI:10.1007/s11426-010-4173-y

Reference yield:

: 1242430-83-6
(4S,6R)-4-(2,5-dimethoxy-4-methylphenyl)-6-(2-hydroxypropan-2-yl)tetrahydro-2H-pyran-2-one

: 1242430-86-9
2-((3S,5R)-5,6-dihydroxy-6-methylhept-1-en-3-yl)-5-methylcyclohexa-2,5-diene-1,4-dione

Guidance literature:: Multi-step reaction with 3 steps

1.1: lithium borohydride / tetrahydrofuran; diethyl ether / 0 - 20 °C / Inert atmosphere

2.1: ortho-nitrophenyl selenocyanate; tributylphosphine / tetrahydrofuran / 1 h / 0 °C / Inert atmosphere

2.2: 24 h / 0 °C / Inert atmosphere

3.1: ammonium cerium (IV) nitrate / water; acetonitrile / 0.5 h / 0 °C / Inert atmosphere

With lithium borohydride; ortho-nitrophenyl selenocyanate; ammonium cerium (IV) nitrate; tributylphosphine; In tetrahydrofuran; diethyl ether; water; acetonitrile;
DOI:10.1007/s11426-010-4173-y