2,2-dimethylpropionic acid (1R,2R)-1-{(1R,2R,6R)-6-isopropyl-2-[(2S,3R)-2-methoxymethoxy-3-(4-methoxyphenoxy)pent-4-enyl]-3-methylcyclohex-3-enylmethyl}-2-(4-methoxyphenoxy)but-3-enyl ester

Base Information

Chemical Name:2,2-dimethylpropionic acid (1R,2R)-1-{(1R,2R,6R)-6-isopropyl-2-[(2S,3R)-2-methoxymethoxy-3-(4-methoxyphenoxy)pent-4-enyl]-3-methylcyclohex-3-enylmethyl}-2-(4-methoxyphenoxy)but-3-enyl ester
CAS No.:877066-10-9
Molecular Formula:C₄₁H₅₈O₈
Molecular Weight:678.907
Hs Code.:

2,2-dimethylpropionic acid (1R,2R)-1-{(1R,2R,6R)-6-isopropyl-2-[(2S,3R)-2-methoxymethoxy-3-(4-methoxyphenoxy)pent-4-enyl]-3-methylcyclohex-3-enylmethyl}-2-(4-methoxyphenoxy)but-3-enyl ester

Synonyms:2,2-dimethylpropionic acid (1R,2R)-1-{(1R,2R,6R)-6-isopropyl-2-[(2S,3R)-2-methoxymethoxy-3-(4-methoxyphenoxy)pent-4-enyl]-3-methylcyclohex-3-enylmethyl}-2-(4-methoxyphenoxy)but-3-enyl ester

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Chemical Property of 2,2-dimethylpropionic acid (1R,2R)-1-{(1R,2R,6R)-6-isopropyl-2-[(2S,3R)-2-methoxymethoxy-3-(4-methoxyphenoxy)pent-4-enyl]-3-methylcyclohex-3-enylmethyl}-2-(4-methoxyphenoxy)but-3-enyl ester

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Technology Process of 2,2-dimethylpropionic acid (1R,2R)-1-{(1R,2R,6R)-6-isopropyl-2-[(2S,3R)-2-methoxymethoxy-3-(4-methoxyphenoxy)pent-4-enyl]-3-methylcyclohex-3-enylmethyl}-2-(4-methoxyphenoxy)but-3-enyl ester

There total 10 articles about 2,2-dimethylpropionic acid (1R,2R)-1-{(1R,2R,6R)-6-isopropyl-2-[(2S,3R)-2-methoxymethoxy-3-(4-methoxyphenoxy)pent-4-enyl]-3-methylcyclohex-3-enylmethyl}-2-(4-methoxyphenoxy)but-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: 83.0%

: 877066-08-5
(2R,3R)-1-{(1R,2R,6R)-6-isopropyl-2-[(2S,3R)-2-methoxymethoxy-3-(4-methoxyphenoxy)pent-4-enyl]-3-methylcyclohex-3-enyl}-3-(4-methoxyphenoxy)pent-4-en-2-ol

: 3282-30-2
pivaloyl chloride

: 877066-10-9
2,2-dimethylpropionic acid (1R,2R)-1-{(1R,2R,6R)-6-isopropyl-2-[(2S,3R)-2-methoxymethoxy-3-(4-methoxyphenoxy)pent-4-enyl]-3-methylcyclohex-3-enylmethyl}-2-(4-methoxyphenoxy)but-3-enyl ester

Guidance literature:: With dmap; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 25 ℃;
DOI:10.1002/anie.200461767

Reference yield:

: 848760-88-3
(2S,3R)-1-[(1R,5R,6R)-6-dimethoxymethyl-5-isopropyl-2-methyl-cyclohex-2-enyl]3-(4-methoxyphenoxy)-pent-4-en-2-ol

: 877066-10-9
2,2-dimethylpropionic acid (1R,2R)-1-{(1R,2R,6R)-6-isopropyl-2-[(2S,3R)-2-methoxymethoxy-3-(4-methoxyphenoxy)pent-4-enyl]-3-methylcyclohex-3-enylmethyl}-2-(4-methoxyphenoxy)but-3-enyl ester

Guidance literature:: Multi-step reaction with 8 steps

1.1: 95 percent / DIPEA; TBAI / CH₂Cl₂ / 25 °C

2.1: aq. LiBF₄ / acetonitrile / 25 °C

3.1: NaBH₄ / ethanol / 25 °C

4.1: 95 percent / TEA / CH₂Cl₂ / 0 - 25 °C

5.1: 100 percent / [18]crown-6 / acetonitrile / 80 °C

6.1: 100 percent / DIBAL-H / toluene; hexane / -78 °C

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

7.2: Ipc₂BOMe / cyclohexane; tetrahydrofuran / 1 h / -78 °C

7.3: 40 percent / BF₃*Et₂O / cyclohexane; tetrahydrofuran / -78 - 20 °C

8.1: 83 percent / DMAP; DIPEA / CH₂Cl₂ / 7 h / 25 °C

With dmap; sodium tetrahydroborate; lithium tetrafluoroborate; 18-crown-6 ether; TEA; sec.-butyllithium; tetra-(n-butyl)ammonium iodide; diisobutylaluminium hydride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; ethanol; hexane; dichloromethane; cyclohexane; toluene; acetonitrile;
DOI:10.1002/chem.200500749

Reference yield:

: 848760-89-4
1-{(R)-1-[(S)-2-((1R,5R,6R)-6-dimethoxymethyl-5-isopropyl-2-methyl-cyclohex-2-enyl)-1-methoxymethoxy-ethyl]-allyloxy}-4-methoxybenzene

: 877066-10-9
2,2-dimethylpropionic acid (1R,2R)-1-{(1R,2R,6R)-6-isopropyl-2-[(2S,3R)-2-methoxymethoxy-3-(4-methoxyphenoxy)pent-4-enyl]-3-methylcyclohex-3-enylmethyl}-2-(4-methoxyphenoxy)but-3-enyl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: aq. LiBF₄ / acetonitrile / 25 °C

2.1: NaBH₄ / ethanol / 25 °C

3.1: 95 percent / TEA / CH₂Cl₂ / 0 - 25 °C

4.1: 100 percent / [18]crown-6 / acetonitrile / 80 °C

5.1: 100 percent / DIBAL-H / toluene; hexane / -78 °C

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

6.2: Ipc₂BOMe / cyclohexane; tetrahydrofuran / 1 h / -78 °C

6.3: 40 percent / BF₃*Et₂O / cyclohexane; tetrahydrofuran / -78 - 20 °C

7.1: 83 percent / DMAP; DIPEA / CH₂Cl₂ / 7 h / 25 °C

With dmap; sodium tetrahydroborate; lithium tetrafluoroborate; 18-crown-6 ether; TEA; sec.-butyllithium; diisobutylaluminium hydride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; ethanol; hexane; dichloromethane; cyclohexane; toluene; acetonitrile;
DOI:10.1002/chem.200500749