[1S-[1α(βS*,δS*),2β,3α,6α]]-2-[(2,2-Dimethyl-1-oxobutoxy) methyl]-β,δ-dihydroxy-6-methyl-3-propylcyclohexaneheptanoic acid, monolithium salt

Base Information

• Chemical Name: [1S-[1α(βS*,δS*),2β,3α,6α]]-2-[(2,2-Dimethyl-1-oxobutoxy) methyl]-β,δ-dihydroxy-6-methyl-3-propylcyclohexaneheptanoic acid, monolithium salt
• CAS No.: 135716-29-9
• Molecular Formula: C₂₄H₄₃O₆*Li
• Molecular Weight: 434.543
• Mol file: 135716-29-9.mol

Synonyms:

Chemical Property of [1S-[1α(βS*,δS*),2β,3α,6α]]-2-[(2,2-Dimethyl-1-oxobutoxy) methyl]-β,δ-dihydroxy-6-methyl-3-propylcyclohexaneheptanoic acid, monolithium salt

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [1S-[1α(βS*,δS*),2β,3α,6α]]-2-[(2,2-Dimethyl-1-oxobutoxy) methyl]-β,δ-dihydroxy-6-methyl-3-propylcyclohexaneheptanoic acid, monolithium salt

There total 11 articles about [1S-[1α(βS*,δS*),2β,3α,6α]]-2-[(2,2-Dimethyl-1-oxobutoxy) methyl]-β,δ-dihydroxy-6-methyl-3-propylcyclohexaneheptanoic acid, monolithium salt 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: 91.0%

→ [1S-[1α(βS*,δS*),2β,3α,6α]]-2-[(2,2-Dimethyl-1-oxobutoxy) methyl]-β,δ-dihydroxy-6-methyl-3-propylcyclohexaneheptanoic acid, monolithium salt (135716-29-9)

Guidance literature:

Reference yield:

[(1S,2S,3S,6S)-6-Allyl-2-(2-{(4R,6S)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-ethyl)-3-methyl-cyclohexyl]-methanol (135716-19-7) → [1S-[1α(βS*,δS*),2β,3α,6α]]-2-[(2,2-Dimethyl-1-oxobutoxy) methyl]-β,δ-dihydroxy-6-methyl-3-propylcyclohexaneheptanoic acid, monolithium salt (135716-29-9)

Guidance literature:

Multi-step reaction with 7 steps

1: H₂ / 10percent Pd-C / methanol

2: DMAP / pyridine

3: n-Bu₄NF / tetrahydrofuran

4: 1) Dess-Martin periodinane, 2) 1.0 aq. KMnO₄, 5percent NaH₂PO₄ / t-BuOH, CH₂Cl₂

5: 78 percent / diethyl ether / 0 °C

6: 95 percent / aq. HF / acetonitrile

7: 0.1n LiOH / dioxane

With dmap; lithium hydroxide; potassium permanganate; sodium dihydrogenphosphate; hydrogen fluoride; tetrabutyl ammonium fluoride; hydrogen; Dess-Martin periodane; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; pyridine; methanol; diethyl ether; acetonitrile;

DOI:10.1016/0040-4039(91)80587-V

Reference yield:

(4aS,7S,8S,8aS)-8-(2-{(4R,6S)-6-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-ethyl)-7-methyl-octahydro-isochromen-3-ol (136491-76-4) → [1S-[1α(βS*,δS*),2β,3α,6α]]-2-[(2,2-Dimethyl-1-oxobutoxy) methyl]-β,δ-dihydroxy-6-methyl-3-propylcyclohexaneheptanoic acid, monolithium salt (135716-29-9)

Guidance literature:

Multi-step reaction with 8 steps

1: KHMDS / toluene

2: H₂ / 10percent Pd-C / methanol

3: DMAP / pyridine

4: n-Bu₄NF / tetrahydrofuran

5: 1) Dess-Martin periodinane, 2) 1.0 aq. KMnO₄, 5percent NaH₂PO₄ / t-BuOH, CH₂Cl₂

6: 78 percent / diethyl ether / 0 °C

7: 95 percent / aq. HF / acetonitrile

8: 0.1n LiOH / dioxane

With dmap; lithium hydroxide; potassium permanganate; sodium dihydrogenphosphate; hydrogen fluoride; tetrabutyl ammonium fluoride; hydrogen; potassium hexamethylsilazane; Dess-Martin periodane; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; pyridine; methanol; diethyl ether; toluene; acetonitrile;

DOI:10.1016/0040-4039(91)80587-V

upstream raw materials:

2,2-Dimethyl-butyric acid (1S,2S,3S,6R)-2-[2-((2R,4R)-4-hydroxy-6-oxo-tetrahydro-pyran-2-yl)-ethyl]-3-methyl-6-propyl-cyclohexylmethyl ester

2,2-dimethylbutanoyl chloride

2,2-Dimethyl-butyric acid (1S,2S,3S,6R)-2-{2-[(4R,6S)-6-(2-hydroxy-ethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-ethyl}-3-methyl-6-propyl-cyclohexylmethyl ester

[(1S,2S,3S,6R)-2-(2-{(4R,6S)-6-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-ethyl)-3-methyl-6-propyl-cyclohexyl]-methanol