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

Base Information

• Chemical Name: 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
• CAS No.: 135716-28-8
• Molecular Formula: C₂₄H₄₂O₅
• Molecular Weight: 410.594
• Mol file: 135716-28-8.mol

Synonyms: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

Chemical Property of 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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 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

There total 17 articles about 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 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: 95.0%

2,2-Dimethyl-butyric acid (1S,2S,3S,6R)-2-[2-((4R,6R)-6-methoxycarbonylmethyl-2,2-dimethyl-[1,3]dioxan-4-yl)-ethyl]-3-methyl-6-propyl-cyclohexylmethyl ester (135716-22-2) → 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 (135716-28-8)

Guidance literature:

With hydrogen fluoride; In acetonitrile;

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

Reference yield:

2,2-Dimethyl-butyric acid (1S,2S,3S,6R)-2-[2-((2R,4R,6S)-4-hydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yl)-ethyl]-3-methyl-6-propyl-cyclohexylmethyl ester (156741-16-1) → 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 (135716-28-8)

Guidance literature:

Multi-step reaction with 9 steps

1: 48 h / 40 °C

3: LiI / hexamethylphosphoric acid triamide; toluene / Heating

4: Zn / methanol / Heating

5: K₂CO₃ / methanol / Ambient temperature

6: CSA / acetone

7: O₃, Ph₃P / CH₂Cl₂

8: 1.) KMnO₄, NaH₂PO₄ / 1.) t-BuOH, H₂O

9: 83 percent / 48percent aq. HF / acetonitrile

With potassium permanganate; sodium dihydrogenphosphate; hydrogen fluoride; potassium carbonate; ozone; triphenylphosphine; lithium iodide; zinc; camphor-10-sulfonic acid; In methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; dichloromethane; acetone; toluene; acetonitrile;

DOI:10.1016/S0040-4039(00)75798-4

Reference yield:

2,2-Dimethyl-butyric acid (1S,2S,3S,6R)-2-((3R,5S)-5-acetoxy-3-hydroxy-oct-7-enyl)-3-methyl-6-propyl-cyclohexylmethyl ester → 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 (135716-28-8)

Guidance literature:

Multi-step reaction with 5 steps

1: K₂CO₃ / methanol / Ambient temperature

2: CSA / acetone

3: O₃, Ph₃P / CH₂Cl₂

4: 1.) KMnO₄, NaH₂PO₄ / 1.) t-BuOH, H₂O

5: 83 percent / 48percent aq. HF / acetonitrile

With potassium permanganate; sodium dihydrogenphosphate; hydrogen fluoride; potassium carbonate; ozone; triphenylphosphine; camphor-10-sulfonic acid; In methanol; dichloromethane; acetone; acetonitrile;

DOI:10.1016/S0040-4039(00)75798-4

upstream raw materials:

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

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

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

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

Downstream raw materials:

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