(2-triisopropylsilanyloxymethyl-6-trityloxymethyl-tetrahydropyran-4-ylidene)-acetic acid isopropyl ester

Base Information

Chemical Name:(2-triisopropylsilanyloxymethyl-6-trityloxymethyl-tetrahydropyran-4-ylidene)-acetic acid isopropyl ester
CAS No.:335120-00-8
Molecular Formula:C₄₀H₅₄O₅Si
Molecular Weight:642.951
Hs Code.:

Synonyms:(2-triisopropylsilanyloxymethyl-6-trityloxymethyl-tetrahydropyran-4-ylidene)-acetic acid isopropyl ester

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Chemical Property of (2-triisopropylsilanyloxymethyl-6-trityloxymethyl-tetrahydropyran-4-ylidene)-acetic acid isopropyl ester

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Technology Process of (2-triisopropylsilanyloxymethyl-6-trityloxymethyl-tetrahydropyran-4-ylidene)-acetic acid isopropyl ester

There total 1 articles about (2-triisopropylsilanyloxymethyl-6-trityloxymethyl-tetrahydropyran-4-ylidene)-acetic acid isopropyl ester 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: 99.0%

: 13154-24-0
triisopropylsilyl chloride

: 335119-97-6
(2-hydroxymethyl-6-trityloxymethyl-tetrahydro-pyran-4-ylidene)-acetic acid isopropyl ester

: 335120-00-8
(2-triisopropylsilanyloxymethyl-6-trityloxymethyl-tetrahydropyran-4-ylidene)-acetic acid isopropyl ester

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃; for 1h;
DOI:10.1021/ol015551o

Reference yield: 97.0%

: 335120-00-8
(2-triisopropylsilanyloxymethyl-6-trityloxymethyl-tetrahydropyran-4-ylidene)-acetic acid isopropyl ester

: 335119-61-4
2-(2-triisopropylsilanyloxymethyl-6-trityloxymethyl-tetrahydro-pyran-4-ylidene)-ethanol

Guidance literature:: With diisobutylaluminium hydride; In hexane; toluene; at -65 - -20 ℃; for 1h;
DOI:10.1021/ol015551o

Reference yield:

: 335120-00-8
(2-triisopropylsilanyloxymethyl-6-trityloxymethyl-tetrahydropyran-4-ylidene)-acetic acid isopropyl ester

: [6-(2-{2-(tert-butyl-dimethyl-silanyloxy)-3-[6-(2-(tert-butyl-diphenyl-silanyloxy-ethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-1,1-dimethyl-propyl}-[1,3]dithian-2-ylmethyl)-4-(2-tert-butyl-diphenyl-silanyloxy)-ethylidene)-tetrahydropyran-2-yl]-methanol

Guidance literature:: Multi-step reaction with 7 steps

1.1: 97 percent / DIBAH / toluene; hexane / 1 h / -65 - -20 °C

2.1: 93 percent / imidazole / dimethylformamide / 1.5 h / 20 °C

3.1: 92 percent / ZnBr₂ / methanol; CH₂Cl₂ / 1.5 h / 0 - 20 °C

4.1: 99 percent / 2,6-di-tert-butyl-4-methylpyridine / CH₂Cl₂ / 0.25 h / -78 °C

5.1: t-BuLi; HMPA / tetrahydrofuran / 0.08 h / -78 °C

5.2: 63 percent / tetrahydrofuran / 1 h / -78 - -50 °C

6.1: 73 percent / TBAF; AcOH / tetrahydrofuran / 48 h / 20 °C

7.1: 71 percent / imidazole / CH₂Cl₂ / 2 h / -30 - 0 °C

With 1H-imidazole; N,N,N,N,N,N-hexamethylphosphoric triamide; 2,6-di-tert-butyl-4-methylpyridine; tetrabutyl ammonium fluoride; tert.-butyl lithium; diisobutylaluminium hydride; acetic acid; zinc dibromide; In tetrahydrofuran; methanol; hexane; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/ol015551o