Biphenyl-4-carboxylic acid (1R,2S,3R,4S)-3-allyl-4-(tert-butyl-dimethyl-silanyloxy)-2-(tert-butyl-diphenyl-silanyloxymethyl)-cyclopentyl ester

Base Information

Chemical Name:Biphenyl-4-carboxylic acid (1R,2S,3R,4S)-3-allyl-4-(tert-butyl-dimethyl-silanyloxy)-2-(tert-butyl-diphenyl-silanyloxymethyl)-cyclopentyl ester
CAS No.:211566-89-1
Molecular Formula:C₄₄H₅₆O₄Si₂
Molecular Weight:705.097
Hs Code.:

Biphenyl-4-carboxylic acid (1R,2S,3R,4S)-3-allyl-4-(tert-butyl-dimethyl-silanyloxy)-2-(tert-butyl-diphenyl-silanyloxymethyl)-cyclopentyl ester

Synonyms:Biphenyl-4-carboxylic acid (1R,2S,3R,4S)-3-allyl-4-(tert-butyl-dimethyl-silanyloxy)-2-(tert-butyl-diphenyl-silanyloxymethyl)-cyclopentyl ester

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Chemical Property of Biphenyl-4-carboxylic acid (1R,2S,3R,4S)-3-allyl-4-(tert-butyl-dimethyl-silanyloxy)-2-(tert-butyl-diphenyl-silanyloxymethyl)-cyclopentyl ester

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Technology Process of Biphenyl-4-carboxylic acid (1R,2S,3R,4S)-3-allyl-4-(tert-butyl-dimethyl-silanyloxy)-2-(tert-butyl-diphenyl-silanyloxymethyl)-cyclopentyl ester

There total 7 articles about Biphenyl-4-carboxylic acid (1R,2S,3R,4S)-3-allyl-4-(tert-butyl-dimethyl-silanyloxy)-2-(tert-butyl-diphenyl-silanyloxymethyl)-cyclopentyl 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: 91.0%

: 14002-51-8
4-biphenyl-carboxylic acid chloride

: 211566-88-0
(1R,2S,3R,4S)-3-Allyl-4-(tert-butyl-dimethyl-silanyloxy)-2-(tert-butyl-diphenyl-silanyloxymethyl)-cyclopentanol

: 211566-89-1
Biphenyl-4-carboxylic acid (1R,2S,3R,4S)-3-allyl-4-(tert-butyl-dimethyl-silanyloxy)-2-(tert-butyl-diphenyl-silanyloxymethyl)-cyclopentyl ester

Guidance literature:: With pyridine; dmap; at 100 ℃; for 2.5h;
DOI:10.1055/s-1998-2095

Reference yield:

: 112440-64-9
(R)-(+)-3-(tert-butyldimethylsiloxy)-6-heptenal

: 211566-89-1
Biphenyl-4-carboxylic acid (1R,2S,3R,4S)-3-allyl-4-(tert-butyl-dimethyl-silanyloxy)-2-(tert-butyl-diphenyl-silanyloxymethyl)-cyclopentyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 73 percent / SnCl₂ / CH₂Cl₂ / 1 h / Ambient temperature

2: 93 percent / TsN₃, Et₃N / acetonitrile / 36 h / Ambient temperature

3: Rh₂(OAc)4 / CH₂Cl₂ / 0.25 h / Heating

4: 78 percent / LiAlH₄ / tetrahydrofuran / 1 h / Ambient temperature

5: DMAP, Et₃N / CH₂Cl₂ / 27 h / Ambient temperature

6: 91 percent / DMAP, pyridine / 2.5 h / 100 °C

With pyridine; dmap; lithium aluminium tetrahydride; 4-toluenesulfonyl azide; triethylamine; tin(ll) chloride; dirhodium tetraacetate; In tetrahydrofuran; dichloromethane; acetonitrile;
DOI:10.1055/s-1998-2095

Reference yield:

: 211613-55-7
(R)-5-(tert-Butyl-dimethyl-silanyloxy)-3-oxo-non-8-enoic acid methyl ester

: 211566-89-1
Biphenyl-4-carboxylic acid (1R,2S,3R,4S)-3-allyl-4-(tert-butyl-dimethyl-silanyloxy)-2-(tert-butyl-diphenyl-silanyloxymethyl)-cyclopentyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 93 percent / TsN₃, Et₃N / acetonitrile / 36 h / Ambient temperature

2: Rh₂(OAc)4 / CH₂Cl₂ / 0.25 h / Heating

3: 78 percent / LiAlH₄ / tetrahydrofuran / 1 h / Ambient temperature

4: DMAP, Et₃N / CH₂Cl₂ / 27 h / Ambient temperature

5: 91 percent / DMAP, pyridine / 2.5 h / 100 °C

With pyridine; dmap; lithium aluminium tetrahydride; 4-toluenesulfonyl azide; triethylamine; dirhodium tetraacetate; In tetrahydrofuran; dichloromethane; acetonitrile;
DOI:10.1055/s-1998-2095