2,2-dimethylpropionic acid (1R,2R)-1-{[(1R,2R,6R)-2-[(2R)-2-(tert-butyl(diphenyl)silanyloxy)pent-4-enyl]-6-isopropyl-3-methylcyclohex-3-enyl]methyl}-2-methoxymethoxybut-3-enyl ester

Base Information

Chemical Name:2,2-dimethylpropionic acid (1R,2R)-1-{[(1R,2R,6R)-2-[(2R)-2-(tert-butyl(diphenyl)silanyloxy)pent-4-enyl]-6-isopropyl-3-methylcyclohex-3-enyl]methyl}-2-methoxymethoxybut-3-enyl ester
CAS No.:503071-89-4
Molecular Formula:C₄₃H₆₄O₅Si
Molecular Weight:689.064
Hs Code.:

2,2-dimethylpropionic acid (1R,2R)-1-{[(1R,2R,6R)-2-[(2R)-2-(tert-butyl(diphenyl)silanyloxy)pent-4-enyl]-6-isopropyl-3-methylcyclohex-3-enyl]methyl}-2-methoxymethoxybut-3-enyl ester

Synonyms:2,2-dimethylpropionic acid (1R,2R)-1-{[(1R,2R,6R)-2-[(2R)-2-(tert-butyl(diphenyl)silanyloxy)pent-4-enyl]-6-isopropyl-3-methylcyclohex-3-enyl]methyl}-2-methoxymethoxybut-3-enyl ester

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Chemical Property of 2,2-dimethylpropionic acid (1R,2R)-1-{[(1R,2R,6R)-2-[(2R)-2-(tert-butyl(diphenyl)silanyloxy)pent-4-enyl]-6-isopropyl-3-methylcyclohex-3-enyl]methyl}-2-methoxymethoxybut-3-enyl ester

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Technology Process of 2,2-dimethylpropionic acid (1R,2R)-1-{[(1R,2R,6R)-2-[(2R)-2-(tert-butyl(diphenyl)silanyloxy)pent-4-enyl]-6-isopropyl-3-methylcyclohex-3-enyl]methyl}-2-methoxymethoxybut-3-enyl ester

There total 11 articles about 2,2-dimethylpropionic acid (1R,2R)-1-{[(1R,2R,6R)-2-[(2R)-2-(tert-butyl(diphenyl)silanyloxy)pent-4-enyl]-6-isopropyl-3-methylcyclohex-3-enyl]methyl}-2-methoxymethoxybut-3-enyl 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: 94.0%

: 3282-30-2
pivaloyl chloride

: 503071-64-5
(2R,3R)-1-{(1R,2R,6R)-2-[(2R)-2-(tert-butyl(diphenyl)silanyloxy)pent-4-enyl]-6-isopropyl-3-methylcyclohex-3-enyl}-3-methoxymethoxypent-4-en-2-ol

: 503071-89-4
2,2-dimethylpropionic acid (1R,2R)-1-{[(1R,2R,6R)-2-[(2R)-2-(tert-butyl(diphenyl)silanyloxy)pent-4-enyl]-6-isopropyl-3-methylcyclohex-3-enyl]methyl}-2-methoxymethoxybut-3-enyl ester

Guidance literature:: With dmap; In pyridine; at 20 ℃;
DOI:10.1016/S0040-4039(02)02646-1

Reference yield:

: 402827-64-9
{(1R,2R,6R)-2-[(2R)-2-(tert-butyl(diphenyl)silanyloxy)pent-4-enyl]-6-isopropyl-3-methylcyclohex-3-enyl}acetaldehyde

: 503071-89-4
2,2-dimethylpropionic acid (1R,2R)-1-{[(1R,2R,6R)-2-[(2R)-2-(tert-butyl(diphenyl)silanyloxy)pent-4-enyl]-6-isopropyl-3-methylcyclohex-3-enyl]methyl}-2-methoxymethoxybut-3-enyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: sec-BuLi; ¹Ipc₂BOMe / tetrahydrofuran; cyclohexane / 1 h / -78 °C

1.2: BF₃*Et₂O / tetrahydrofuran; cyclohexane / 5 h / -78 °C

1.3: 7 percent / NaOH; H₂O₂ / tetrahydrofuran; cyclohexane / 20 °C

2.1: 94 percent / pyridine; 4-(dimethylamino)pyridine / 18 h / 20 °C

With pyridine; dmap; sec.-butyllithium; (-)-B-methoxy-diisopinocamphenylborane; In tetrahydrofuran; cyclohexane; 1.2: Brown allylation;
DOI:10.1016/j.tet.2003.08.057

Reference yield:

: 58479-61-1
tert-butylchlorodiphenylsilane

: 503071-89-4
2,2-dimethylpropionic acid (1R,2R)-1-{[(1R,2R,6R)-2-[(2R)-2-(tert-butyl(diphenyl)silanyloxy)pent-4-enyl]-6-isopropyl-3-methylcyclohex-3-enyl]methyl}-2-methoxymethoxybut-3-enyl ester

Guidance literature:: Multi-step reaction with 8 steps

1.1: 100 percent / imidazole / CH₂Cl₂ / 0 - 20 °C

2.1: 99 percent / AcOH / H₂O; tetrahydrofuran / 21 h / 20 °C

3.1: 98 percent / NaBH₄ / ethanol / 0.25 h / 20 °C

4.1: 100 percent / Et₃N / CH₂Cl₂ / 2 h / 0 - 20 °C

5.1: 95 percent / 18-crown-6 / acetonitrile / 6 h / 80 °C

6.1: DIBAL-H / toluene; hexane / 0.75 h / -78 °C

6.2: 100 percent / tartaric acid / H₂O; ethyl acetate; various solvents / 1 h / 20 °C

7.1: sec-BuLi; ¹Ipc₂BOMe / tetrahydrofuran; cyclohexane / 1 h / -78 °C

7.2: BF₃*Et₂O / tetrahydrofuran; cyclohexane / 5 h / -78 °C

7.3: 7 percent / NaOH; H₂O₂ / tetrahydrofuran; cyclohexane / 20 °C

8.1: 94 percent / pyridine; 4-(dimethylamino)pyridine / 18 h / 20 °C

With pyridine; 1H-imidazole; dmap; sodium tetrahydroborate; 18-crown-6 ether; sec.-butyllithium; diisobutylaluminium hydride; acetic acid; triethylamine; (-)-B-methoxy-diisopinocamphenylborane; In tetrahydrofuran; ethanol; hexane; dichloromethane; cyclohexane; water; toluene; acetonitrile; 7.2: Brown allylation;
DOI:10.1016/j.tet.2003.08.057