Lithium; (E)-(3R,5S)-7-((1R,5S,6S)-6-benzyloxymethyl-5-isopropyl-2,2-dimethyl-cyclohexyl)-3,5-dihydroxy-hept-6-enoate

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Chemical Name:Lithium; (E)-(3R,5S)-7-((1R,5S,6S)-6-benzyloxymethyl-5-isopropyl-2,2-dimethyl-cyclohexyl)-3,5-dihydroxy-hept-6-enoate
CAS No.:144225-42-3
Molecular Formula:C₂₆H₃₉O₅*Li
Molecular Weight:438.534
Hs Code.:

Synonyms:Lithium; (E)-(3R,5S)-7-((1R,5S,6S)-6-benzyloxymethyl-5-isopropyl-2,2-dimethyl-cyclohexyl)-3,5-dihydroxy-hept-6-enoate

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Chemical Property of Lithium; (E)-(3R,5S)-7-((1R,5S,6S)-6-benzyloxymethyl-5-isopropyl-2,2-dimethyl-cyclohexyl)-3,5-dihydroxy-hept-6-enoate

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Technology Process of Lithium; (E)-(3R,5S)-7-((1R,5S,6S)-6-benzyloxymethyl-5-isopropyl-2,2-dimethyl-cyclohexyl)-3,5-dihydroxy-hept-6-enoate

There total 12 articles about Lithium; (E)-(3R,5S)-7-((1R,5S,6S)-6-benzyloxymethyl-5-isopropyl-2,2-dimethyl-cyclohexyl)-3,5-dihydroxy-hept-6-enoate 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: 96.0%

: 144225-41-2
(E)-(3R,5S)-7-((1R,5S,6S)-6-Benzyloxymethyl-5-isopropyl-2,2-dimethyl-cyclohexyl)-3,5-dihydroxy-hept-6-enoic acid tert-butyl ester

: 144225-42-3
Lithium; (E)-(3R,5S)-7-((1R,5S,6S)-6-benzyloxymethyl-5-isopropyl-2,2-dimethyl-cyclohexyl)-3,5-dihydroxy-hept-6-enoate

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

Reference yield:

: 69153-92-0
(5R)-5-isopropenyl-2,2-dimethylcyclohexanone

: 144225-42-3
Lithium; (E)-(3R,5S)-7-((1R,5S,6S)-6-benzyloxymethyl-5-isopropyl-2,2-dimethyl-cyclohexyl)-3,5-dihydroxy-hept-6-enoate

Guidance literature:: Multi-step reaction with 11 steps

1: 87 percent / H₂ / (Ph₃P)3RhCl / toluene

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

3: 56 percent / ZnCl₂ / CH₂Cl₂; diethyl ether / 2.5 h / -78 °C

5: 35percent HClO₄ / diethyl ether / 3.5 h / Ambient temperature

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

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

8: 90 percent / NaOCH₃ / 3 h / Ambient temperature

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

11: 96 percent / 1 N LiOH / dioxane / Ambient temperature

With lithium hydroxide; n-butyllithium; perchloric acid; hydrogen; sodium methylate; triethylamine; zinc(II) chloride; lithium diisopropyl amide; Wilkinson's catalyst; In 1,4-dioxane; diethyl ether; dichloromethane; toluene;
DOI:10.1021/jo00052a031

Reference yield:

: 144225-29-6
Carvomenthon

: 144225-42-3
Lithium; (E)-(3R,5S)-7-((1R,5S,6S)-6-benzyloxymethyl-5-isopropyl-2,2-dimethyl-cyclohexyl)-3,5-dihydroxy-hept-6-enoate

Guidance literature:: Multi-step reaction with 10 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: 96 percent / 1 N LiOH / dioxane / Ambient temperature

With lithium hydroxide; n-butyllithium; perchloric acid; sodium methylate; triethylamine; zinc(II) chloride; lithium diisopropyl amide; In 1,4-dioxane; diethyl ether; dichloromethane;
DOI:10.1021/jo00052a031