5-Hexene-1,3-diol, 2,4-dimethyl-1-[2,3,5-trimethoxy-6-[(2S,3S,5S)-2-(methoxymethoxy)-3,5 -dimethyl-6-(phenylmethoxy)hexyl]-4-methylphenyl]-, (1R,2R,3S,4S)-

Base Information

Chemical Name:5-Hexene-1,3-diol, 2,4-dimethyl-1-[2,3,5-trimethoxy-6-[(2S,3S,5S)-2-(methoxymethoxy)-3,5 -dimethyl-6-(phenylmethoxy)hexyl]-4-methylphenyl]-, (1R,2R,3S,4S)-
CAS No.:845536-52-9
Molecular Formula:C35H54O8
Molecular Weight:602.809
Hs Code.:

5-Hexene-1,3-diol,
2,4-dimethyl-1-[2,3,5-trimethoxy-6-[(2S,3S,5S)-2-(methoxymethoxy)-3,5
-dimethyl-6-(phenylmethoxy)hexyl]-4-methylphenyl]-, (1R,2R,3S,4S)-

Synonyms:

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Chemical Property of 5-Hexene-1,3-diol, 2,4-dimethyl-1-[2,3,5-trimethoxy-6-[(2S,3S,5S)-2-(methoxymethoxy)-3,5 -dimethyl-6-(phenylmethoxy)hexyl]-4-methylphenyl]-, (1R,2R,3S,4S)-

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Technology Process of 5-Hexene-1,3-diol, 2,4-dimethyl-1-[2,3,5-trimethoxy-6-[(2S,3S,5S)-2-(methoxymethoxy)-3,5 -dimethyl-6-(phenylmethoxy)hexyl]-4-methylphenyl]-, (1R,2R,3S,4S)-

There total 5 articles about 5-Hexene-1,3-diol, 2,4-dimethyl-1-[2,3,5-trimethoxy-6-[(2S,3S,5S)-2-(methoxymethoxy)-3,5 -dimethyl-6-(phenylmethoxy)hexyl]-4-methylphenyl]-, (1R,2R,3S,4S)- 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: 95.0%

: 845536-49-4
(1R,2R,3S,4S,2'S,3'S,5'S)-1-[2-(6'-benzyloxy-2'-methoxymethoxy-3',5'-dimethylhexyl)-3,5,6-trimethoxy-4-methylphenyl]-2,4-dimethyl-1-triethylsilanyloxyhex-5-en-3-ol

: 845536-52-9
(1R,2R,3S,4S,2'S,3'S,5'S)-1-[2-(6'-benzyloxy-2'-methoxymethoxy-3',5'-dimethylhexyl)-3,5,6-trimethoxy-4-methylphenyl]-2,4-dimethylhex-5-en-1,3-diol

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 ℃;
DOI:10.1021/ol047779s

Reference yield:

: 845536-46-1
(2S,3R,2'S,3'S,5'S)-3-[2-(6'-benzyloxy-2'-methoxymethoxy-3',5'-dimethylhexyl)-3,5,6-trimethoxy-4-methylphenyl]-2-methyl-3-triethylsilanyloxypropan-1-ol

: 845536-52-9
(1R,2R,3S,4S,2'S,3'S,5'S)-1-[2-(6'-benzyloxy-2'-methoxymethoxy-3',5'-dimethylhexyl)-3,5,6-trimethoxy-4-methylphenyl]-2,4-dimethylhex-5-en-1,3-diol

Guidance literature:: Multi-step reaction with 3 steps

1.1: tetrapropylammonium peruthenate; 4-methylmorpholine-N-oxide / CH₂Cl₂ / 0.67 h / 20 °C

2.1: (-)-B-methoxydiisopinocampheylborane; n-BuLi; tert-BuOK / BF₃*Et₂O / tetrahydrofuran; diethyl ether / 1 h / -78 - -45 °C

2.2: tetrahydrofuran / 4 h / -78 °C

2.3: 18.8 mg / NaOH; H₂O₂ / H₂O / 12 h / 20 °C

3.1: 95 percent / tetrabutylammonium fluoride monohydrate / tetrahydrofuran / 0 °C

With (-)-B-methoxydiisopinocamphenylborane; n-butyllithium; tetrapropylammonium perruthennate; potassium tert-butylate; tetrabutyl ammonium fluoride; 4-methylmorpholine N-oxide; boron trifluoride diethyl etherate; In tetrahydrofuran; diethyl ether; dichloromethane; 2.2: Brown asymmetric crotylation;
DOI:10.1021/ol047779s

Reference yield:

: 845536-62-1
(2S,3R,2'S,3'S,5'S)-3-[2-(6'-benzyloxy-2'-methoxymethoxy-3',5'-dimethylhexyl)-3,5,6-trimethoxy-4-methylphenyl]-2-methyl-3-triethylsilanyloxypropanal

: 845536-52-9
(1R,2R,3S,4S,2'S,3'S,5'S)-1-[2-(6'-benzyloxy-2'-methoxymethoxy-3',5'-dimethylhexyl)-3,5,6-trimethoxy-4-methylphenyl]-2,4-dimethylhex-5-en-1,3-diol

Guidance literature:: Multi-step reaction with 2 steps

1.1: (-)-B-methoxydiisopinocampheylborane; n-BuLi; tert-BuOK / BF₃*Et₂O / tetrahydrofuran; diethyl ether / 1 h / -78 - -45 °C

1.2: tetrahydrofuran / 4 h / -78 °C

1.3: 18.8 mg / NaOH; H₂O₂ / H₂O / 12 h / 20 °C

2.1: 95 percent / tetrabutylammonium fluoride monohydrate / tetrahydrofuran / 0 °C

With (-)-B-methoxydiisopinocamphenylborane; n-butyllithium; potassium tert-butylate; tetrabutyl ammonium fluoride; boron trifluoride diethyl etherate; In tetrahydrofuran; diethyl ether; 1.2: Brown asymmetric crotylation;
DOI:10.1021/ol047779s