Lithium; (3R,5R)-7-[(1R,5S,6S)-6-(2,2-dimethyl-butyryloxymethyl)-5-isopropyl-2,2-dimethyl-cyclohexyl]-3,5-dihydroxy-heptanoate

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Chemical Name:Lithium; (3R,5R)-7-[(1R,5S,6S)-6-(2,2-dimethyl-butyryloxymethyl)-5-isopropyl-2,2-dimethyl-cyclohexyl]-3,5-dihydroxy-heptanoate
CAS No.:144225-27-4
Molecular Formula:C₂₅H₄₅O₆*Li
Molecular Weight:448.57
Hs Code.:

Synonyms:Lithium; (3R,5R)-7-[(1R,5S,6S)-6-(2,2-dimethyl-butyryloxymethyl)-5-isopropyl-2,2-dimethyl-cyclohexyl]-3,5-dihydroxy-heptanoate

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Chemical Property of Lithium; (3R,5R)-7-[(1R,5S,6S)-6-(2,2-dimethyl-butyryloxymethyl)-5-isopropyl-2,2-dimethyl-cyclohexyl]-3,5-dihydroxy-heptanoate

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Technology Process of Lithium; (3R,5R)-7-[(1R,5S,6S)-6-(2,2-dimethyl-butyryloxymethyl)-5-isopropyl-2,2-dimethyl-cyclohexyl]-3,5-dihydroxy-heptanoate

There total 17 articles about Lithium; (3R,5R)-7-[(1R,5S,6S)-6-(2,2-dimethyl-butyryloxymethyl)-5-isopropyl-2,2-dimethyl-cyclohexyl]-3,5-dihydroxy-heptanoate 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: 89.0%

: 144225-47-8
(3R,5R)-7-[(1R,5S,6S)-6-(2,2-Dimethyl-butyryloxymethyl)-5-isopropyl-2,2-dimethyl-cyclohexyl]-3,5-dihydroxy-heptanoic acid tert-butyl ester

: 144225-27-4
Lithium; (3R,5R)-7-[(1R,5S,6S)-6-(2,2-dimethyl-butyryloxymethyl)-5-isopropyl-2,2-dimethyl-cyclohexyl]-3,5-dihydroxy-heptanoate

Guidance literature:: With lithium hydroxide; In 1,4-dioxane; for 2h; Ambient temperature;
DOI:10.1021/jo00052a031

Reference yield:

: 144225-29-6
Carvomenthon

: 144225-27-4
Lithium; (3R,5R)-7-[(1R,5S,6S)-6-(2,2-dimethyl-butyryloxymethyl)-5-isopropyl-2,2-dimethyl-cyclohexyl]-3,5-dihydroxy-heptanoate

Guidance literature:: Multi-step reaction with 15 steps

1: 1) LDA, 2) Et₃N / 1) THF, -15 deg C, 15 min, 2) THF, -78 deg C, 1 h

2: 56 percent / ZnCl₂ / CH₂Cl₂; diethyl ether / 2.5 h / -78 °C

4: 35percent HClO₄ / diethyl ether / 3.5 h / Ambient temperature

5: 1) nBuLi / 1) THF, -78 deg C, 1 h, 2) THF, -78 deg C, 1 h

6: 1) LDA / 1) THF, a) -78 deg C, 5 min, b) 0 deg C, 30 min, 2) THF, -78 deg C, 2 h

7: 90 percent / NaOCH₃ / 3 h / Ambient temperature

8: 1) LDA / 1) THF, a) -78 deg C, 30 min, b) -25 deg C, 1 h, 2) THF, -30 deg C, 3 h

10: 89.2 percent / pTsOH / acetone / 3 h / Ambient temperature

11: 100 percent / H₂ / Pd(OH)2/C / ethyl acetate / 4 h / 760 Torr / Ambient temperature

12: 89.5 percent / DMAP / pyridine / 15 h / Ambient temperature

13: 96.3 percent / pTsOH / methanol; H₂O / 1 h / Ambient temperature

14: 84.3 percent / H₂ / 5percent Rh/Al₂O₃ / ethyl acetate / 3 h / Ambient temperature

15: 89 percent / 1 N LiOH / dioxane / 2 h / Ambient temperature

With dmap; lithium hydroxide; n-butyllithium; perchloric acid; hydrogen; sodium methylate; toluene-4-sulfonic acid; triethylamine; zinc(II) chloride; lithium diisopropyl amide; palladium dihydroxide; Rh/Al₂O₃; In 1,4-dioxane; pyridine; methanol; diethyl ether; dichloromethane; water; ethyl acetate; acetone;
DOI:10.1021/jo00052a031

Reference yield:

: 144225-30-9
((S)-3-Isopropyl-6,6-dimethyl-cyclohex-1-enyloxy)-trimethyl-silane

: 144225-27-4
Lithium; (3R,5R)-7-[(1R,5S,6S)-6-(2,2-dimethyl-butyryloxymethyl)-5-isopropyl-2,2-dimethyl-cyclohexyl]-3,5-dihydroxy-heptanoate

Guidance literature:: Multi-step reaction with 14 steps

1: 56 percent / ZnCl₂ / CH₂Cl₂; diethyl ether / 2.5 h / -78 °C

3: 35percent HClO₄ / diethyl ether / 3.5 h / Ambient temperature

4: 1) nBuLi / 1) THF, -78 deg C, 1 h, 2) THF, -78 deg C, 1 h

5: 1) LDA / 1) THF, a) -78 deg C, 5 min, b) 0 deg C, 30 min, 2) THF, -78 deg C, 2 h

6: 90 percent / NaOCH₃ / 3 h / Ambient temperature

7: 1) LDA / 1) THF, a) -78 deg C, 30 min, b) -25 deg C, 1 h, 2) THF, -30 deg C, 3 h

9: 89.2 percent / pTsOH / acetone / 3 h / Ambient temperature

10: 100 percent / H₂ / Pd(OH)2/C / ethyl acetate / 4 h / 760 Torr / Ambient temperature

11: 89.5 percent / DMAP / pyridine / 15 h / Ambient temperature

12: 96.3 percent / pTsOH / methanol; H₂O / 1 h / Ambient temperature

13: 84.3 percent / H₂ / 5percent Rh/Al₂O₃ / ethyl acetate / 3 h / Ambient temperature

14: 89 percent / 1 N LiOH / dioxane / 2 h / Ambient temperature

With dmap; lithium hydroxide; n-butyllithium; perchloric acid; hydrogen; sodium methylate; toluene-4-sulfonic acid; zinc(II) chloride; lithium diisopropyl amide; palladium dihydroxide; Rh/Al₂O₃; In 1,4-dioxane; pyridine; methanol; diethyl ether; dichloromethane; water; ethyl acetate; acetone;
DOI:10.1021/jo00052a031