(1'S,4'S,5'S)-2-<4'-<3-(tert-Butyldimethylsilyloxy)-2,2-dimethylpropyl>-5'-(4-methoxybenzyloxy)-2'-methylcyclopent-2'-enylmethyl>-2-(trimethylsilyl)ethinyl-1,3-dioxolan

Base Information

Chemical Name:(1'S,4'S,5'S)-2-<4'-<3-(tert-Butyldimethylsilyloxy)-2,2-dimethylpropyl>-5'-(4-methoxybenzyloxy)-2'-methylcyclopent-2'-enylmethyl>-2-(trimethylsilyl)ethinyl-1,3-dioxolan
CAS No.:154952-71-3
Molecular Formula:C₃₄H₅₆O₅Si₂
Molecular Weight:600.987
Hs Code.:

(1'S,4'S,5'S)-2-<4'-<3-(tert-Butyldimethylsilyloxy)-2,2-dimethylpropyl>-5'-(4-methoxybenzyloxy)-2'-methylcyclopent-2'-enylmethyl>-2-(trimethylsilyl)ethinyl-1,3-dioxolan

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Chemical Property of (1'S,4'S,5'S)-2-<4'-<3-(tert-Butyldimethylsilyloxy)-2,2-dimethylpropyl>-5'-(4-methoxybenzyloxy)-2'-methylcyclopent-2'-enylmethyl>-2-(trimethylsilyl)ethinyl-1,3-dioxolan

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Technology Process of (1'S,4'S,5'S)-2-<4'-<3-(tert-Butyldimethylsilyloxy)-2,2-dimethylpropyl>-5'-(4-methoxybenzyloxy)-2'-methylcyclopent-2'-enylmethyl>-2-(trimethylsilyl)ethinyl-1,3-dioxolan

There total 5 articles about (1'S,4'S,5'S)-2-<4'-<3-(tert-Butyldimethylsilyloxy)-2,2-dimethylpropyl>-5'-(4-methoxybenzyloxy)-2'-methylcyclopent-2'-enylmethyl>-2-(trimethylsilyl)ethinyl-1,3-dioxolan 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:

: 154952-67-7
(1'S,4'S,5'S)-(+)-2-<4'-<3-(tert-Butyldimethylsilyloxy)-2,2-dimethylpropyl>-5'-(4-methoxybenzyloxy)-2'-methylcyclopent-2'-enyl>ethanol

: 154952-71-3
(1'S,4'S,5'S)-2-<4'-<3-(tert-Butyldimethylsilyloxy)-2,2-dimethylpropyl>-5'-(4-methoxybenzyloxy)-2'-methylcyclopent-2'-enylmethyl>-2-(trimethylsilyl)ethinyl-1,3-dioxolan

Guidance literature:: Multi-step reaction with 4 steps

1: 78 percent / AcONa, molecular sieve (3 Angstroem), Al₂O₃, pyridinium chlorochromate / CH₂Cl₂ / 3 h

2: 1.) 1.6M BuLi / 1.) THF, hexane, 0 deg C, 10 min; 2.) 0 deg C, 30 min

3: AcONa, molecular sieve (3 Angstroem), Al₂O₃, pyridinium chlorochromate / CH₂Cl₂ / 6 h

4: trimethylorthoformate, p-toluenesulfonic acid monohydrate / benzene / 1.) 6 h, RT; 2.) 6 h, reflux

With aluminum oxide; n-butyllithium; 3 A molecular sieve; sodium acetate; toluene-4-sulfonic acid; pyridinium chlorochromate; trimethyl orthoformate; In dichloromethane; benzene;

Reference yield:

: 154952-68-8
(1'S,4'S,5'S)-2-<4'-<3-(tert-Butyldimethylsilyloxy)-2,2-dimethylpropyl>-5'-(4-methoxybenzyloxy)-2'-methylcyclopent-2'-enyl>acetaldehyd

: 154952-71-3
(1'S,4'S,5'S)-2-<4'-<3-(tert-Butyldimethylsilyloxy)-2,2-dimethylpropyl>-5'-(4-methoxybenzyloxy)-2'-methylcyclopent-2'-enylmethyl>-2-(trimethylsilyl)ethinyl-1,3-dioxolan

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) 1.6M BuLi / 1.) THF, hexane, 0 deg C, 10 min; 2.) 0 deg C, 30 min

2: AcONa, molecular sieve (3 Angstroem), Al₂O₃, pyridinium chlorochromate / CH₂Cl₂ / 6 h

3: trimethylorthoformate, p-toluenesulfonic acid monohydrate / benzene / 1.) 6 h, RT; 2.) 6 h, reflux

With aluminum oxide; n-butyllithium; 3 A molecular sieve; sodium acetate; toluene-4-sulfonic acid; pyridinium chlorochromate; trimethyl orthoformate; In dichloromethane; benzene;

Reference yield:

: 154952-66-6
(1'S,4'S,5'S)-2-<4'-<3-(tert-Butyldimethylsilyloxy)-2,2-dimethylpropyl>-5'-(4-methoxybenzyloxy)-2'-methylcyclopent-2'-enyl>essigsaeure

: 154952-71-3
(1'S,4'S,5'S)-2-<4'-<3-(tert-Butyldimethylsilyloxy)-2,2-dimethylpropyl>-5'-(4-methoxybenzyloxy)-2'-methylcyclopent-2'-enylmethyl>-2-(trimethylsilyl)ethinyl-1,3-dioxolan

Guidance literature:: Multi-step reaction with 5 steps

1: 87 percent / LiAlH₄ / tetrahydrofuran / 1 h / Ambient temperature

2: 78 percent / AcONa, molecular sieve (3 Angstroem), Al₂O₃, pyridinium chlorochromate / CH₂Cl₂ / 3 h

3: 1.) 1.6M BuLi / 1.) THF, hexane, 0 deg C, 10 min; 2.) 0 deg C, 30 min

4: AcONa, molecular sieve (3 Angstroem), Al₂O₃, pyridinium chlorochromate / CH₂Cl₂ / 6 h

5: trimethylorthoformate, p-toluenesulfonic acid monohydrate / benzene / 1.) 6 h, RT; 2.) 6 h, reflux

With aluminum oxide; lithium aluminium tetrahydride; n-butyllithium; 3 A molecular sieve; sodium acetate; toluene-4-sulfonic acid; pyridinium chlorochromate; trimethyl orthoformate; In tetrahydrofuran; dichloromethane; benzene;