((R)-1-{(R)-1-[(R)-1-((S)-1,3-Bis-benzyloxy-propyl)-but-3-enyloxy]-propyl}-but-3-enyloxy)-triisopropyl-silane

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Chemical Name:((R)-1-{(R)-1-[(R)-1-((S)-1,3-Bis-benzyloxy-propyl)-but-3-enyloxy]-propyl}-but-3-enyloxy)-triisopropyl-silane
CAS No.:760181-77-9
Molecular Formula:C₃₇H₅₈O₄Si
Molecular Weight:594.951
Hs Code.:

Synonyms:((R)-1-{(R)-1-[(R)-1-((S)-1,3-Bis-benzyloxy-propyl)-but-3-enyloxy]-propyl}-but-3-enyloxy)-triisopropyl-silane

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Chemical Property of ((R)-1-{(R)-1-[(R)-1-((S)-1,3-Bis-benzyloxy-propyl)-but-3-enyloxy]-propyl}-but-3-enyloxy)-triisopropyl-silane

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Technology Process of ((R)-1-{(R)-1-[(R)-1-((S)-1,3-Bis-benzyloxy-propyl)-but-3-enyloxy]-propyl}-but-3-enyloxy)-triisopropyl-silane

There total 7 articles about ((R)-1-{(R)-1-[(R)-1-((S)-1,3-Bis-benzyloxy-propyl)-but-3-enyloxy]-propyl}-but-3-enyloxy)-triisopropyl-silane 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: 64.0%

: 24850-33-7
allyltributylstanane

: 760181-76-8
Chloro-acetic acid (S)-2,4-bis-benzyloxy-1-((1R,2R)-1-ethyl-2-triisopropylsilanyloxy-pent-4-enyloxy)-butyl ester

: 760181-77-9
((R)-1-{(R)-1-[(R)-1-((S)-1,3-Bis-benzyloxy-propyl)-but-3-enyloxy]-propyl}-but-3-enyloxy)-triisopropyl-silane

Guidance literature:: With boron trifluoride diethyl etherate; In dichloromethane; at 20 ℃; for 3h;
DOI:10.1016/j.tet.2004.05.045

Reference yield:

: 109199-96-4
(2S)-2,4-dibenzyloxybutanal

: 760181-77-9
((R)-1-{(R)-1-[(R)-1-((S)-1,3-Bis-benzyloxy-propyl)-but-3-enyloxy]-propyl}-but-3-enyloxy)-triisopropyl-silane

Guidance literature:: Multi-step reaction with 6 steps

1.1: KOH; AgNO₃ / methanol; H₂O / 0.33 h / 0 °C

2.1: 2,4,6-trichlorobenzoyl chloride; Et₃N / tetrahydrofuran / 20 °C

2.2: 77 percent / DMAP / tetrahydrofuran; toluene / 3 h / 20 °C

3.1: 91 percent / NaHCO₃; DDQ / CH₂Cl₂ / 5 h / 0 °C

4.1: 89 percent / 2,6-lutidine / CH₂Cl₂ / 4.5 h / 20 °C

5.1: DIBAL-H / CH₂Cl₂; hexane / 0.5 h / -78 °C

5.2: DMAP / CH₂Cl₂; hexane / -78 - 20 °C

6.1: 64 percent / BF₃*OEt₂ / CH₂Cl₂ / 3 h / 20 °C

With 2,6-dimethylpyridine; potassium hydroxide; 2,4,6-trichlorobenzoyl chloride; boron trifluoride diethyl etherate; diisobutylaluminium hydride; sodium hydrogencarbonate; silver nitrate; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; methanol; hexane; dichloromethane; water;
DOI:10.1016/j.tet.2004.05.045

Reference yield:

: 760181-72-4
(R)-2-(4-methoxybenzyloxy)pent-4-en-1-ol

: 760181-77-9
((R)-1-{(R)-1-[(R)-1-((S)-1,3-Bis-benzyloxy-propyl)-but-3-enyloxy]-propyl}-but-3-enyloxy)-triisopropyl-silane

Guidance literature:: Multi-step reaction with 7 steps

1.1: DMSO; (COCl)2; Et₃N / CH₂Cl₂ / -78 - 20 °C

2.1: 1.3 g / ZnBr₂ / diethyl ether / 2 h / 0 °C

3.1: 2,4,6-trichlorobenzoyl chloride; Et₃N / tetrahydrofuran / 20 °C

3.2: 77 percent / DMAP / tetrahydrofuran; toluene / 3 h / 20 °C

4.1: 91 percent / NaHCO₃; DDQ / CH₂Cl₂ / 5 h / 0 °C

5.1: 89 percent / 2,6-lutidine / CH₂Cl₂ / 4.5 h / 20 °C

6.1: DIBAL-H / CH₂Cl₂; hexane / 0.5 h / -78 °C

6.2: DMAP / CH₂Cl₂; hexane / -78 - 20 °C

7.1: 64 percent / BF₃*OEt₂ / CH₂Cl₂ / 3 h / 20 °C

With 2,6-dimethylpyridine; oxalyl dichloride; 2,4,6-trichlorobenzoyl chloride; boron trifluoride diethyl etherate; diisobutylaluminium hydride; sodium hydrogencarbonate; dimethyl sulfoxide; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; zinc dibromide; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; 1.1: Swern oxidation / 2.1: Grignard reaction;
DOI:10.1016/j.tet.2004.05.045