(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]-1-triethylsilyloxy-2,4-dimethyl-3-(2-trimethylsilanylethoxymethoxy)hex-5-ene

Base Information

Chemical Name:(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]-1-triethylsilyloxy-2,4-dimethyl-3-(2-trimethylsilanylethoxymethoxy)hex-5-ene
CAS No.:845536-63-2
Molecular Formula:C₄₇H₈₂O₉Si₂
Molecular Weight:847.334
Hs Code.:

(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]-1-triethylsilyloxy-2,4-dimethyl-3-(2-trimethylsilanylethoxymethoxy)hex-5-ene

Synonyms:(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]-1-triethylsilyloxy-2,4-dimethyl-3-(2-trimethylsilanylethoxymethoxy)hex-5-ene

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Chemical Property of (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]-1-triethylsilyloxy-2,4-dimethyl-3-(2-trimethylsilanylethoxymethoxy)hex-5-ene

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Technology Process of (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]-1-triethylsilyloxy-2,4-dimethyl-3-(2-trimethylsilanylethoxymethoxy)hex-5-ene

There total 6 articles about (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]-1-triethylsilyloxy-2,4-dimethyl-3-(2-trimethylsilanylethoxymethoxy)hex-5-ene 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

: 76513-69-4
(2-trimethylethylsilylethoxy)methyl chloride

: 845536-63-2
(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]-1-triethylsilyloxy-2,4-dimethyl-3-(2-trimethylsilanylethoxymethoxy)hex-5-ene

Guidance literature:: With 2,6-dimethylpyridine; dmap; tetra-(n-butyl)ammonium iodide; In dichloromethane; for 3h; Heating;
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

: 845536-63-2
(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]-1-triethylsilyloxy-2,4-dimethyl-3-(2-trimethylsilanylethoxymethoxy)hex-5-ene

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 iodide; 2,6-lutidine; DMAP / CH₂Cl₂ / 3 h / Heating

With (-)-B-methoxydiisopinocamphenylborane; 2,6-dimethylpyridine; dmap; n-butyllithium; potassium tert-butylate; tetra-(n-butyl)ammonium iodide; boron trifluoride diethyl etherate; In tetrahydrofuran; diethyl ether; dichloromethane; 1.2: Brown asymmetric crotylation;
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

: 845536-63-2
(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]-1-triethylsilyloxy-2,4-dimethyl-3-(2-trimethylsilanylethoxymethoxy)hex-5-ene

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 iodide; 2,6-lutidine; DMAP / CH₂Cl₂ / 3 h / Heating

With (-)-B-methoxydiisopinocamphenylborane; 2,6-dimethylpyridine; dmap; n-butyllithium; tetrapropylammonium perruthennate; potassium tert-butylate; tetra-(n-butyl)ammonium iodide; 4-methylmorpholine N-oxide; boron trifluoride diethyl etherate; In tetrahydrofuran; diethyl ether; dichloromethane; 2.2: Brown asymmetric crotylation;
DOI:10.1021/ol047779s