(2Z,5R)-3-(2-benzyloxymethoxyethyl)-6-(4-methoxybenzyloxy)-5-triethylsilyloxyhex-2-en-1-ol

Base Information

Chemical Name:(2Z,5R)-3-(2-benzyloxymethoxyethyl)-6-(4-methoxybenzyloxy)-5-triethylsilyloxyhex-2-en-1-ol
CAS No.:1083349-09-0
Molecular Formula:C₃₀H₄₆O₆Si
Molecular Weight:530.777
Hs Code.:

Synonyms:(2Z,5R)-3-(2-benzyloxymethoxyethyl)-6-(4-methoxybenzyloxy)-5-triethylsilyloxyhex-2-en-1-ol

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Chemical Property of (2Z,5R)-3-(2-benzyloxymethoxyethyl)-6-(4-methoxybenzyloxy)-5-triethylsilyloxyhex-2-en-1-ol

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Technology Process of (2Z,5R)-3-(2-benzyloxymethoxyethyl)-6-(4-methoxybenzyloxy)-5-triethylsilyloxyhex-2-en-1-ol

There total 6 articles about (2Z,5R)-3-(2-benzyloxymethoxyethyl)-6-(4-methoxybenzyloxy)-5-triethylsilyloxyhex-2-en-1-ol 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: 89.0%

: 1083348-84-8
methyl (2Z,5R)-3-(2-benzyloxymethoxyethyl)-6-(4-methoxybenzyloxy)-5-triethylsilyloxyhex-2-enoate

: 1083349-09-0
(2Z,5R)-3-(2-benzyloxymethoxyethyl)-6-(4-methoxybenzyloxy)-5-triethylsilyloxyhex-2-en-1-ol

Guidance literature:: methyl (2Z,5R)-3-(2-benzyloxymethoxyethyl)-6-(4-methoxybenzyloxy)-5-triethylsilyloxyhex-2-enoate; With diisobutylaluminium hydride; In methanol; n-heptane; toluene; at -78 - 0 ℃;

With rochelle salt; at 20 ℃; for 1h;
DOI:10.1039/c7ob02127e

Reference yield:

: 807363-99-1
methyl (2Z,5R)-5-hydroxy-6-(4-methoxybenzyloxy)-3-prop-2-enylhex-2-enoate

: 1083349-09-0
(2Z,5R)-3-(2-benzyloxymethoxyethyl)-6-(4-methoxybenzyloxy)-5-triethylsilyloxyhex-2-en-1-ol

Guidance literature:: Multi-step reaction with 5 steps

1.1: 1H-imidazole / dichloromethane / 2 h / 20 °C

2.1: 4-methylmorpholine N-oxide; osmium(VIII) oxide / water; acetone; tert-butyl alcohol / 4 h / 20 °C

3.1: sodium periodate / methanol; tetrahydrofuran / 0 °C

3.2: 1 h / Cooling

4.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 0 - 20 °C

5.1: diisobutylaluminium hydride / methanol; n-heptane; toluene / -78 - 0 °C

5.2: 1 h / 20 °C

With 1H-imidazole; sodium periodate; osmium(VIII) oxide; diisobutylaluminium hydride; 4-methylmorpholine N-oxide; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; n-heptane; dichloromethane; water; acetone; toluene; tert-butyl alcohol;
DOI:10.1039/c7ob02127e

Reference yield:

: 1083349-08-9
methyl (2Z,5R)-3-(2-hydroxyethyl)-6-(4-methoxybenzyloxy)-5-triethylsilyloxyhex-2-enoate

: 1083349-09-0
(2Z,5R)-3-(2-benzyloxymethoxyethyl)-6-(4-methoxybenzyloxy)-5-triethylsilyloxyhex-2-en-1-ol

Guidance literature:: Multi-step reaction with 2 steps

1.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 0 - 20 °C

2.1: diisobutylaluminium hydride / methanol; n-heptane; toluene / -78 - 0 °C

2.2: 1 h / 20 °C

With diisobutylaluminium hydride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; n-heptane; toluene;
DOI:10.1039/c7ob02127e