cyclopropanecarboxylic acid (E)-3-adamantan-1-yl-4'-(2-tert-butyldiphenylsilyloxycarbonylvinyl)biphenyl-4-yl ester

Base Information

Chemical Name:cyclopropanecarboxylic acid (E)-3-adamantan-1-yl-4'-(2-tert-butyldiphenylsilyloxycarbonylvinyl)biphenyl-4-yl ester
CAS No.:1232886-12-2
Molecular Formula:C₄₅H₄₈O₄Si
Molecular Weight:680.959
Hs Code.:

Synonyms:cyclopropanecarboxylic acid (E)-3-adamantan-1-yl-4'-(2-tert-butyldiphenylsilyloxycarbonylvinyl)biphenyl-4-yl ester

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Chemical Property of cyclopropanecarboxylic acid (E)-3-adamantan-1-yl-4'-(2-tert-butyldiphenylsilyloxycarbonylvinyl)biphenyl-4-yl ester

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Technology Process of cyclopropanecarboxylic acid (E)-3-adamantan-1-yl-4'-(2-tert-butyldiphenylsilyloxycarbonylvinyl)biphenyl-4-yl ester

There total 18 articles about cyclopropanecarboxylic acid (E)-3-adamantan-1-yl-4'-(2-tert-butyldiphenylsilyloxycarbonylvinyl)biphenyl-4-yl 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: 42.0%

: 1232886-08-6
(E)-3-(3'-adamantan-1-yl-4'-hydroxybiphenyl-4-yl)acrylic acid tert-butyldiphenylsilyl ester

: 4023-34-1
cyclopropanecarboxylic acid chloride

: 1232886-12-2
cyclopropanecarboxylic acid (E)-3-adamantan-1-yl-4'-(2-tert-butyldiphenylsilyloxycarbonylvinyl)biphenyl-4-yl ester

Guidance literature:: With pyridine; at 50 ℃; for 0.5h;

Reference yield:

: 496868-80-5
4-(4'-bromophenyl)-2-(adamantan-1-yl)phenol

: 1232886-12-2
cyclopropanecarboxylic acid (E)-3-adamantan-1-yl-4'-(2-tert-butyldiphenylsilyloxycarbonylvinyl)biphenyl-4-yl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: palladium diacetate; triethylamine; tris-(o-tolyl)phosphine / 1 h / 110 °C / Neat (no solvent)

2.1: benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide

2.2: 5 h / 0 °C

3.1: dichloromethane / 20 °C

4.1: water / dimethyl sulfoxide / 24 h / 37 °C / pH 7.4 / aq. buffer

5.1: morpholine / N,N-dimethyl-formamide / 0.33 h / 20 °C / Inert atmosphere

6.1: pyridine / 0.5 h / 50 °C

With morpholine; pyridine; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; water; palladium diacetate; triethylamine; N-ethyl-N,N-diisopropylamine; tris-(o-tolyl)phosphine; In dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; 1.1: Heck reaction;
DOI:10.1016/j.bmc.2012.01.042

Reference yield:

: 1232884-73-9
(E)-3-(3'-adamantan-1-yl-4'-hydroxybiphenyl-4-yl)acrylic acid tert-butyl ester

: 1232886-12-2
cyclopropanecarboxylic acid (E)-3-adamantan-1-yl-4'-(2-tert-butyldiphenylsilyloxycarbonylvinyl)biphenyl-4-yl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide

1.2: 5 h / 0 °C

2.1: dichloromethane / 20 °C

3.1: water / dimethyl sulfoxide / 24 h / 37 °C / pH 7.4 / aq. buffer

4.1: morpholine / N,N-dimethyl-formamide / 0.33 h / 20 °C / Inert atmosphere

5.1: pyridine / 0.5 h / 50 °C

With morpholine; pyridine; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; water; N-ethyl-N,N-diisopropylamine; In dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2012.01.042