(2R,3S,4Z)-7-benzyloxy-1,2-bis(tert-butyldimethylsilyloxy)-3-methylhept-4-ene

Base Information

Chemical Name:(2R,3S,4Z)-7-benzyloxy-1,2-bis(tert-butyldimethylsilyloxy)-3-methylhept-4-ene
CAS No.:565194-14-1
Molecular Formula:C₂₇H₅₀O₃Si₂
Molecular Weight:478.863
Hs Code.:

Synonyms:(2R,3S,4Z)-7-benzyloxy-1,2-bis(tert-butyldimethylsilyloxy)-3-methylhept-4-ene

Suppliers and Price of (2R,3S,4Z)-7-benzyloxy-1,2-bis(tert-butyldimethylsilyloxy)-3-methylhept-4-ene

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Chemical Property of (2R,3S,4Z)-7-benzyloxy-1,2-bis(tert-butyldimethylsilyloxy)-3-methylhept-4-ene

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Technology Process of (2R,3S,4Z)-7-benzyloxy-1,2-bis(tert-butyldimethylsilyloxy)-3-methylhept-4-ene

There total 8 articles about (2R,3S,4Z)-7-benzyloxy-1,2-bis(tert-butyldimethylsilyloxy)-3-methylhept-4-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: 77.0%

: 5375-00-8
3-benzyloxypropyl iodide

: 565194-12-9
(2R,3R)-3,4-bis(tert-butyldimethylsilyloxy)-2-methylbutanal

: 565194-14-1
(2R,3S,4Z)-7-benzyloxy-1,2-bis(tert-butyldimethylsilyloxy)-3-methylhept-4-ene

Guidance literature:: With sodium hexamethyldisilazane; triphenylphosphine;
DOI:10.1016/S0040-4039(03)00748-2

Reference yield:

: 85514-58-5
(3-(benzyloxy)propyl)triphenylphosphonium iodide

: 565194-12-9
(2R,3R)-3,4-bis(tert-butyldimethylsilyloxy)-2-methylbutanal

: 565194-14-1
(2R,3S,4Z)-7-benzyloxy-1,2-bis(tert-butyldimethylsilyloxy)-3-methylhept-4-ene

Guidance literature:: (3-(benzyloxy)propyl)triphenylphosphonium iodide; With sodium hexamethyldisilazane; In tetrahydrofuran; at 20 ℃; for 0.333333h;

(2R,3R)-3,4-bis(tert-butyldimethylsilyloxy)-2-methylbutanal; In tetrahydrofuran; at 0 ℃; for 2h;
DOI:10.1039/b508001k

Reference yield:

: 565194-10-7
(2R,3S)-1-{[t-butyl(dimethyl)silyl]oxy}-3-methylpent-4-en-2-ol

: 565194-14-1
(2R,3S,4Z)-7-benzyloxy-1,2-bis(tert-butyldimethylsilyloxy)-3-methylhept-4-ene

Guidance literature:: Multi-step reaction with 4 steps

1.1: 89 percent / imidazole / dimethylformamide / 9 h / 25 °C

2.1: aq. OsO₄; NMO / acetone / 6 h / 25 °C

3.1: 9.0 g / aq. NaIO₄ / acetone / 0.5 h / 25 °C

4.1: NaHMDS / tetrahydrofuran / 0.33 h / 20 °C

4.2: 1.8 g / tetrahydrofuran / 2 h / 0 °C

With 1H-imidazole; sodium periodate; osmium(VIII) oxide; N-methyl-2-indolinone; sodium hexamethyldisilazane; In tetrahydrofuran; N,N-dimethyl-formamide; acetone; 4.2: Wittig reaction;
DOI:10.1039/b508001k