[(E)-(1R,8S)-8-Benzyloxy-15-(4-methoxy-phenoxy)-1-methyl-pentadec-5-enyloxy]-tert-butyl-dimethyl-silane

Base Information

Chemical Name:[(E)-(1R,8S)-8-Benzyloxy-15-(4-methoxy-phenoxy)-1-methyl-pentadec-5-enyloxy]-tert-butyl-dimethyl-silane
CAS No.:121692-04-4
Molecular Formula:C₃₆H₅₈O₄Si
Molecular Weight:582.94
Hs Code.:

Synonyms:[(E)-(1R,8S)-8-Benzyloxy-15-(4-methoxy-phenoxy)-1-methyl-pentadec-5-enyloxy]-tert-butyl-dimethyl-silane

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Chemical Property of [(E)-(1R,8S)-8-Benzyloxy-15-(4-methoxy-phenoxy)-1-methyl-pentadec-5-enyloxy]-tert-butyl-dimethyl-silane

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Technology Process of [(E)-(1R,8S)-8-Benzyloxy-15-(4-methoxy-phenoxy)-1-methyl-pentadec-5-enyloxy]-tert-butyl-dimethyl-silane

There total 27 articles about [(E)-(1R,8S)-8-Benzyloxy-15-(4-methoxy-phenoxy)-1-methyl-pentadec-5-enyloxy]-tert-butyl-dimethyl-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: 88.0%

: (S)-4-Benzyloxy-2-[(R)-5-(tert-butyl-dimethyl-silanyloxy)-1-hydroxy-hexyl]-11-(4-methoxy-phenoxy)-undecanoic acid

: 121692-04-4
[(E)-(1R,8S)-8-Benzyloxy-15-(4-methoxy-phenoxy)-1-methyl-pentadec-5-enyloxy]-tert-butyl-dimethyl-silane

Guidance literature:: With N,N-dimethylformamide dineopentyl acetal; In xylene; Heating;
DOI:10.1002/hlca.19890720122

Reference yield:

: 109715-47-1
(R)-3-(tert-butyldimethylsilyloxy)-1-butanol

: 121692-04-4
[(E)-(1R,8S)-8-Benzyloxy-15-(4-methoxy-phenoxy)-1-methyl-pentadec-5-enyloxy]-tert-butyl-dimethyl-silane

Guidance literature:: Multi-step reaction with 8 steps

1: 98 percent / (COCl)2, DMSO, Et₃N / CH₂Cl₂ / -78 °C

2: 89 percent / CH₂Cl₂ / Ambient temperature

3: 94 percent / hydrogen / Pd/BaSO₄ / ethyl acetate / Ambient temperature

4: 92 percent / DIBAL / toluene; tetrahydrofuran / 0 °C

5: 92 percent / (COCl)2, DMSO, Et₃N / CH₂Cl₂ / -78 °C

6: 1.) (9-BBN)OTf, (i-Pr)2NEt; 2.) 30 percent H₂O₂ / 1.) CH₂Cl₂, -78 deg C; 2.) MeOH, 0 deg C

7: 1.) LiOH; 2.) NaOH / 1:) MeOH/H₂O, rt; 2.) dioxan/H₂O, reflux

8: 88 percent / N,N-dimethylformamide-bis(2,2-dimethylpropyl)acetal / xylene / Heating

With lithium hydroxide; sodium hydroxide; oxalyl dichloride; hydrogen; dihydrogen peroxide; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; N,N-dimethylformamide dineopentyl acetal; 9-BBN triflate; Pd-BaSO₄; In tetrahydrofuran; dichloromethane; ethyl acetate; toluene; xylene;
DOI:10.1002/hlca.19890720122

Reference yield:

: 71171-66-9,92775-37-6,116839-04-4,72150-39-1
(3R)-3-(tert-butyldimethylsilyloxy)butanal

: 121692-04-4
[(E)-(1R,8S)-8-Benzyloxy-15-(4-methoxy-phenoxy)-1-methyl-pentadec-5-enyloxy]-tert-butyl-dimethyl-silane

Guidance literature:: Multi-step reaction with 7 steps

1: 89 percent / CH₂Cl₂ / Ambient temperature

2: 94 percent / hydrogen / Pd/BaSO₄ / ethyl acetate / Ambient temperature

3: 92 percent / DIBAL / toluene; tetrahydrofuran / 0 °C

4: 92 percent / (COCl)2, DMSO, Et₃N / CH₂Cl₂ / -78 °C

5: 1.) (9-BBN)OTf, (i-Pr)2NEt; 2.) 30 percent H₂O₂ / 1.) CH₂Cl₂, -78 deg C; 2.) MeOH, 0 deg C

6: 1.) LiOH; 2.) NaOH / 1:) MeOH/H₂O, rt; 2.) dioxan/H₂O, reflux

7: 88 percent / N,N-dimethylformamide-bis(2,2-dimethylpropyl)acetal / xylene / Heating

With lithium hydroxide; sodium hydroxide; oxalyl dichloride; hydrogen; dihydrogen peroxide; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; N,N-dimethylformamide dineopentyl acetal; 9-BBN triflate; Pd-BaSO₄; In tetrahydrofuran; dichloromethane; ethyl acetate; toluene; xylene;
DOI:10.1002/hlca.19890720122