(3R,5R)-7-(Benzyl-dimethyl-silanyl)-5-(tert-butyl-dimethyl-silanyloxy)-3-(3,4-dimethoxy-benzyloxymethoxy)-hept-6-yn-2-one

Base Information

Chemical Name:(3R,5R)-7-(Benzyl-dimethyl-silanyl)-5-(tert-butyl-dimethyl-silanyloxy)-3-(3,4-dimethoxy-benzyloxymethoxy)-hept-6-yn-2-one
CAS No.:850146-91-7
Molecular Formula:C₃₂H₄₈O₆Si₂
Molecular Weight:584.901
Hs Code.:

Synonyms:(3R,5R)-7-(Benzyl-dimethyl-silanyl)-5-(tert-butyl-dimethyl-silanyloxy)-3-(3,4-dimethoxy-benzyloxymethoxy)-hept-6-yn-2-one

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Chemical Property of (3R,5R)-7-(Benzyl-dimethyl-silanyl)-5-(tert-butyl-dimethyl-silanyloxy)-3-(3,4-dimethoxy-benzyloxymethoxy)-hept-6-yn-2-one

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Technology Process of (3R,5R)-7-(Benzyl-dimethyl-silanyl)-5-(tert-butyl-dimethyl-silanyloxy)-3-(3,4-dimethoxy-benzyloxymethoxy)-hept-6-yn-2-one

There total 8 articles about (3R,5R)-7-(Benzyl-dimethyl-silanyl)-5-(tert-butyl-dimethyl-silanyloxy)-3-(3,4-dimethoxy-benzyloxymethoxy)-hept-6-yn-2-one 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:

: 850146-87-1
4-(benzyldimethylsilyl)but-3-yn-2-one

: 850146-91-7
(3R,5R)-7-(Benzyl-dimethyl-silanyl)-5-(tert-butyl-dimethyl-silanyloxy)-3-(3,4-dimethoxy-benzyloxymethoxy)-hept-6-yn-2-one

Guidance literature:: Multi-step reaction with 5 steps

1: 58 percent / (S,S)-2,6{[2-(Ph₂(OH)C)pyrrolidin-1-yl]CH₂}2-4MePhOH; Et₂Zn; molecular sieves 4 Angstroem / tetrahydrofuran; hexane / 21 h / 20 °C

2: 88 percent / chiral Ru catalyst / propan-2-ol / 17.5 h / 20 °C

3: imidazole / dimethylformamide / 21 h / 20 °C

4: 8.52 g / CSA / acetone / 0.67 h / 20 °C

5: 97 percent / i-Pr₂NEt; n-Bu₄I / dimethylformamide / 22 h / 40 °C

With 1H-imidazole; 4 A molecular sieve; chiral Ru catalyst; camphor-10-sulfonic acid; diethylzinc; N-ethyl-N,N-diisopropylamine; ((2S,2'S)-((2-hydroxy-5-methyl-1,3-phenylene)bis(methylene))bis(pyrrolidine-1,2-diyl))bis(diphenylmethanol); In tetrahydrofuran; hexane; N,N-dimethyl-formamide; isopropyl alcohol; acetone;
DOI:10.1021/ja042435i

Reference yield:

: 850146-88-2
(R)-1-(Benzyl-dimethyl-silanyl)-6,6-diethoxy-5-hydroxy-hept-1-yn-3-one

: 850146-91-7
(3R,5R)-7-(Benzyl-dimethyl-silanyl)-5-(tert-butyl-dimethyl-silanyloxy)-3-(3,4-dimethoxy-benzyloxymethoxy)-hept-6-yn-2-one

Guidance literature:: Multi-step reaction with 4 steps

1: 88 percent / chiral Ru catalyst / propan-2-ol / 17.5 h / 20 °C

2: imidazole / dimethylformamide / 21 h / 20 °C

3: 8.52 g / CSA / acetone / 0.67 h / 20 °C

4: 97 percent / i-Pr₂NEt; n-Bu₄I / dimethylformamide / 22 h / 40 °C

With 1H-imidazole; chiral Ru catalyst; camphor-10-sulfonic acid; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; isopropyl alcohol; acetone;
DOI:10.1021/ja042435i

Reference yield:

: 850146-89-3
(3R,5R)-1-(Benzyl-dimethyl-silanyl)-6,6-diethoxy-hept-1-yne-3,5-diol

: 850146-91-7
(3R,5R)-7-(Benzyl-dimethyl-silanyl)-5-(tert-butyl-dimethyl-silanyloxy)-3-(3,4-dimethoxy-benzyloxymethoxy)-hept-6-yn-2-one

Guidance literature:: Multi-step reaction with 3 steps

1: imidazole / dimethylformamide / 21 h / 20 °C

2: 8.52 g / CSA / acetone / 0.67 h / 20 °C

3: 97 percent / i-Pr₂NEt; n-Bu₄I / dimethylformamide / 22 h / 40 °C

With 1H-imidazole; camphor-10-sulfonic acid; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; acetone;
DOI:10.1021/ja042435i