(S)-methoxyphenylacetic acid (1S,1'R)-1-cycloundec-2'-enylbut-3-ynyl ester

Base Information

Chemical Name:(S)-methoxyphenylacetic acid (1S,1'R)-1-cycloundec-2'-enylbut-3-ynyl ester
CAS No.:272118-65-7
Molecular Formula:C₂₄H₃₂O₃
Molecular Weight:368.516
Hs Code.:

Synonyms:(S)-methoxyphenylacetic acid (1S,1'R)-1-cycloundec-2'-enylbut-3-ynyl ester

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Chemical Property of (S)-methoxyphenylacetic acid (1S,1'R)-1-cycloundec-2'-enylbut-3-ynyl ester

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Technology Process of (S)-methoxyphenylacetic acid (1S,1'R)-1-cycloundec-2'-enylbut-3-ynyl ester

There total 2 articles about (S)-methoxyphenylacetic acid (1S,1'R)-1-cycloundec-2'-enylbut-3-ynyl 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:

: (1S,1'R)-1-(tert-butyldimethylsilyloxy)-1-cycloundec-2'-enylbut-3-yne

: 26164-26-1
(S)-2-methoxy-2-phenylacetic acid

: (S)-methoxyphenylacetic acid (1R,1'S)-1-cycloundec-2'-enylbut-3-ynyl ester

: 272118-65-7
(S)-methoxyphenylacetic acid (1S,1'R)-1-cycloundec-2'-enylbut-3-ynyl ester

Guidance literature:: With dicyclohexyl-carbodiimide; dmap; In dichloromethane; at 20 ℃; for 2h;
DOI:10.1021/ja9941781

Reference yield:

: 1-cycloundec-2'-enylbut-3-yn-1-ol

: 272118-65-7
(S)-methoxyphenylacetic acid (1S,1'R)-1-cycloundec-2'-enylbut-3-ynyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 5.09 g / imidazole; DMAP / dimethylformamide / 16 h / 20 °C

2: 0.489 g / DCC / dimethylaminopyridine / CH₂Cl₂ / 2 h / 20 °C

With 1H-imidazole; dmap; dicyclohexyl-carbodiimide; dmap; In dichloromethane; N,N-dimethyl-formamide; 1: Addition / 2: Addition;
DOI:10.1021/ja9941781

Reference yield:

: 272118-65-7
(S)-methoxyphenylacetic acid (1S,1'R)-1-cycloundec-2'-enylbut-3-ynyl ester

: (12R,13R)-2-benzyl-13-isopropyl-2-aza-tricyclo[10.2.1.1^3,14]hexadeca-1⁽¹⁴⁾,3⁽¹⁶⁾-dien-15-one

Guidance literature:: Multi-step reaction with 8 steps

1.1: 99 percent / sodium hydroxide / methanol / 12 h / 20 °C

2.1: 68 percent / 2,6-lutidine / CH₂Cl₂ / 0.5 h / 0 °C

3.1: 98 percent / platinum chloride / toluene / 1 h / 80 °C

5.1: BH₃*DMS / diethyl ether / 22 h

5.2: aq. H₂O₂; NaOH / diethyl ether / 20 h / 20 °C

5.3: TPAP; NMO; molecular sieves 4A / CH₂Cl₂ / 8 h / 20 °C

6.1: 60 percent / glacial acetic acid; molecular sieves 4A / methanol / 3 h / 50 °C

7.1: 87 percent / TBAF; molecular sieves 4A / tetrahydrofuran / 14 h / 20 °C

8.1: 79 percent / manganese dioxide / CH₂Cl₂ / 6 h / 20 °C

With 2,6-dimethylpyridine; manganese(IV) oxide; sodium hydroxide; dimethylsulfide borane complex; 4 A molecular sieve; tetrabutyl ammonium fluoride; acetic acid; platinum(II) chloride; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; toluene; 1.1: Hydrolysis / 2.1: Addition / 3.1: metathesis / 5.1: hydroboration / 5.2: Oxidation / 5.3: Oxidation / 6.1: cyclocondensation / 7.1: desilylation / 8.1: Oxidation;
DOI:10.1021/ja9941781