5-Heptynoic acid, 7-[(1R,2R,3R)-3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-2-[(1E,3S)-3-[[(1, 1-dimethylethyl)dimethylsilyl]oxy]-1-octenyl]-6-oxocyclohexyl]-, methyl ester

Base Information

Chemical Name:5-Heptynoic acid, 7-[(1R,2R,3R)-3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-2-[(1E,3S)-3-[[(1, 1-dimethylethyl)dimethylsilyl]oxy]-1-octenyl]-6-oxocyclohexyl]-, methyl ester
CAS No.:315220-61-2
Molecular Formula:C34H62O5Si2
Molecular Weight:607.034
Hs Code.:

5-Heptynoic acid,
7-[(1R,2R,3R)-3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-2-[(1E,3S)-3-[[(1,
1-dimethylethyl)dimethylsilyl]oxy]-1-octenyl]-6-oxocyclohexyl]-, methyl
ester

Synonyms:

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Chemical Property of 5-Heptynoic acid, 7-[(1R,2R,3R)-3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-2-[(1E,3S)-3-[[(1, 1-dimethylethyl)dimethylsilyl]oxy]-1-octenyl]-6-oxocyclohexyl]-, methyl ester

Chemical Property:

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Technology Process of 5-Heptynoic acid, 7-[(1R,2R,3R)-3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-2-[(1E,3S)-3-[[(1, 1-dimethylethyl)dimethylsilyl]oxy]-1-octenyl]-6-oxocyclohexyl]-, methyl ester

There total 5 articles about 5-Heptynoic acid, 7-[(1R,2R,3R)-3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-2-[(1E,3S)-3-[[(1, 1-dimethylethyl)dimethylsilyl]oxy]-1-octenyl]-6-oxocyclohexyl]-, methyl 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:

: 31776-12-2
methyl 7-iodohept-5-ynoate

: 315220-61-2
7-{(1R,2R,3R)-3-(tert-Butyl-dimethyl-silanyloxy)-2-[(E)-(S)-3-(tert-butyl-dimethyl-silanyloxy)-oct-1-enyl]-6-oxo-cyclohexyl}-hept-5-ynoic acid methyl ester

Guidance literature:: (3R,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-3-[(E)-(S)-3-(tert-butyl-dimethyl-silanyloxy)-oct-1-enyl]-1-trimethylsilanyloxy-cyclohexene; With methyllithium; In tetrahydrofuran; diethyl ether; at -23 ℃; for 0.5h;

methyl 7-iodohept-5-ynoate; In tetrahydrofuran; diethyl ether; at -78 - 20 ℃; for 3h;

Reference yield:

: 149862-39-5
7-Trifluoromethanesulfonyloxy-hept-5-ynoic acid methyl ester

: 315220-58-7
(3R,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-3-[(E)-(S)-3-(tert-butyl-dimethyl-silanyloxy)-oct-1-enyl]-1-trimethylsilanyloxy-cyclohexene

: 315220-61-2
7-{(1R,2R,3R)-3-(tert-Butyl-dimethyl-silanyloxy)-2-[(E)-(S)-3-(tert-butyl-dimethyl-silanyloxy)-oct-1-enyl]-6-oxo-cyclohexyl}-hept-5-ynoic acid methyl ester

Guidance literature:: (3R,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-3-[(E)-(S)-3-(tert-butyl-dimethyl-silanyloxy)-oct-1-enyl]-1-trimethylsilanyloxy-cyclohexene; With methyllithium; In tetrahydrofuran; at -30 ℃; for 0.333333h;

7-Trifluoromethanesulfonyloxy-hept-5-ynoic acid methyl ester; In tetrahydrofuran; at -30 ℃; for 0.5h; Further stages.;
DOI:10.1002/1521-3765(20000602)6:11<1917::AID-CHEM1917>3.0.CO;2-7

Reference yield:

: 50781-91-4
methyl 7-hydroxy-5-heptynoate

: 315220-61-2
7-{(1R,2R,3R)-3-(tert-Butyl-dimethyl-silanyloxy)-2-[(E)-(S)-3-(tert-butyl-dimethyl-silanyloxy)-oct-1-enyl]-6-oxo-cyclohexyl}-hept-5-ynoic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: 2,6-di-tert-butylpyridine / CH₂Cl₂ / 0.25 h / -30 °C

2.1: MeLi / tetrahydrofuran / 0.33 h / -30 °C

2.2: tetrahydrofuran / 0.5 h / -30 °C

With 2,6-di-tert-butyl-pyridine; methyllithium; In tetrahydrofuran; dichloromethane; 1.1: Esterification / 2.1: Metallation / 2.2: Alkylation;
DOI:10.1002/1521-3765(20000602)6:11<1917::AID-CHEM1917>3.0.CO;2-7