(2S,4S,5S)-1-benzyloxy-5-methoxymethoxy-2,4-dimethyl-6-(2,4,5-trimethoxy-3-methyl-6-bromophenyl)hexane

Base Information

Chemical Name:(2S,4S,5S)-1-benzyloxy-5-methoxymethoxy-2,4-dimethyl-6-(2,4,5-trimethoxy-3-methyl-6-bromophenyl)hexane
CAS No.:845536-41-6
Molecular Formula:C₂₇H₃₉BrO₆
Molecular Weight:539.507
Hs Code.:

Synonyms:(2S,4S,5S)-1-benzyloxy-5-methoxymethoxy-2,4-dimethyl-6-(2,4,5-trimethoxy-3-methyl-6-bromophenyl)hexane

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Chemical Property of (2S,4S,5S)-1-benzyloxy-5-methoxymethoxy-2,4-dimethyl-6-(2,4,5-trimethoxy-3-methyl-6-bromophenyl)hexane

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Technology Process of (2S,4S,5S)-1-benzyloxy-5-methoxymethoxy-2,4-dimethyl-6-(2,4,5-trimethoxy-3-methyl-6-bromophenyl)hexane

There total 5 articles about (2S,4S,5S)-1-benzyloxy-5-methoxymethoxy-2,4-dimethyl-6-(2,4,5-trimethoxy-3-methyl-6-bromophenyl)hexane 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: 85.0%

: 845536-38-1
(2S,4S,5S)-1-benzyloxy-5-methoxymethoxy-2,4-dimethyl-6-(2,4,5-trimethoxy-3-methylphenyl)hexane

: 845536-41-6
(2S,4S,5S)-1-benzyloxy-5-methoxymethoxy-2,4-dimethyl-6-(2,4,5-trimethoxy-3-methyl-6-bromophenyl)hexane

Guidance literature:: With N-Bromosuccinimide; In N,N-dimethyl-formamide; at 20 ℃; for 16h;
DOI:10.1021/ol047779s

Reference yield:

: 845536-34-7
(3S,4S,6S)-7-benzyloxy-3-methoxymethoxy-4,6-dimethylheptanal

: 845536-41-6
(2S,4S,5S)-1-benzyloxy-5-methoxymethoxy-2,4-dimethyl-6-(2,4,5-trimethoxy-3-methyl-6-bromophenyl)hexane

Guidance literature:: Multi-step reaction with 4 steps

1.1: 87 percent / tert-BuOK / tetrahydrofuran; propan-2-ol / 1 h / -78 - 20 °C

2.1: tert-BuLi / diethyl ether / -78 - 20 °C

2.2: H₂O

2.3: air / tetrahydrofuran / 19 h / 20 - 50 °C

3.1: 94 percent / K₂CO₃ / acetone / 12 h / 40 °C

4.1: 85 percent / NBS / dimethylformamide / 16 h / 20 °C

With N-Bromosuccinimide; potassium tert-butylate; tert.-butyl lithium; potassium carbonate; In tetrahydrofuran; diethyl ether; N,N-dimethyl-formamide; isopropyl alcohol; acetone; 2.3: Doetz reaction;
DOI:10.1021/ol047779s

Reference yield:

: (2R,4S,5RS)-(5-methoxymethoxy-2,4-dimethyloct-7-enyloxymethyl)benzene

: 845536-41-6
(2S,4S,5S)-1-benzyloxy-5-methoxymethoxy-2,4-dimethyl-6-(2,4,5-trimethoxy-3-methyl-6-bromophenyl)hexane

Guidance literature:: Multi-step reaction with 5 steps

1.1: O₃ / CH₂Cl₂; methanol / -78 °C

1.2: 88 percent / Ph₃P / methanol; CH₂Cl₂ / 3 h / -78 - 20 °C

2.1: 87 percent / tert-BuOK / tetrahydrofuran; propan-2-ol / 1 h / -78 - 20 °C

3.1: tert-BuLi / diethyl ether / -78 - 20 °C

3.2: H₂O

3.3: air / tetrahydrofuran / 19 h / 20 - 50 °C

4.1: 94 percent / K₂CO₃ / acetone / 12 h / 40 °C

5.1: 85 percent / NBS / dimethylformamide / 16 h / 20 °C

With N-Bromosuccinimide; potassium tert-butylate; tert.-butyl lithium; potassium carbonate; ozone; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide; isopropyl alcohol; acetone; 3.3: Doetz reaction;
DOI:10.1021/ol047779s