(3S,4S)-4-[Dimethyl-(1-methyl-1-phenyl-ethyl)-silanyloxymethyl]-3-((R)-1-hydroxy-6-methyl-heptyl)-dihydro-furan-2-one

Base Information

• Chemical Name: (3S,4S)-4-[Dimethyl-(1-methyl-1-phenyl-ethyl)-silanyloxymethyl]-3-((R)-1-hydroxy-6-methyl-heptyl)-dihydro-furan-2-one
• CAS No.: 122876-18-0
• Molecular Formula: C₂₄H₄₀O₄Si
• Molecular Weight: 420.665
• Mol file: 122876-18-0.mol

Synonyms:

Chemical Property of (3S,4S)-4-[Dimethyl-(1-methyl-1-phenyl-ethyl)-silanyloxymethyl]-3-((R)-1-hydroxy-6-methyl-heptyl)-dihydro-furan-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3S,4S)-4-[Dimethyl-(1-methyl-1-phenyl-ethyl)-silanyloxymethyl]-3-((R)-1-hydroxy-6-methyl-heptyl)-dihydro-furan-2-one

There total 10 articles about (3S,4S)-4-[Dimethyl-(1-methyl-1-phenyl-ethyl)-silanyloxymethyl]-3-((R)-1-hydroxy-6-methyl-heptyl)-dihydro-furan-2-one 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: 77.0%

chloro(α,α-dimethylbenzyl)dimethylsilane (118740-38-8) + (2S,3R,1'R)-(-)-3-Hydroxymethyl-2-(1'-hydroxy-6'-methylheptyl)-4-butanolide (122922-51-4) → (3S,4S)-4-[Dimethyl-(1-methyl-1-phenyl-ethyl)-silanyloxymethyl]-3-((R)-1-hydroxy-6-methyl-heptyl)-dihydro-furan-2-one (122876-18-0)

Guidance literature:

With 1H-imidazole; In dimethyl sulfoxide; for 12h; Ambient temperature;

Reference yield:

6-methyl-heptanoyl chloride (70767-37-2) → (3R,4S)-4-[Dimethyl-(1-methyl-1-phenyl-ethyl)-silanyloxymethyl]-3-((S)-1-hydroxy-6-methyl-heptyl)-dihydro-furan-2-one (122876-18-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 1) n-butyllithium, diisopropylamine / 1) hexane, THF, 10 min, -78 deg C, 2) THF, 1 h, -78 deg C

2: water / ethanol / 0.17 h / Heating

3: 37 percent / sodium borohydride / methanol / 1 h / Ambient temperature

4: imidazole / dimethylsulfoxide / 12 h / Ambient temperature

With 1H-imidazole; sodium tetrahydroborate; n-butyllithium; water; diisopropylamine; In methanol; ethanol; dimethyl sulfoxide;

Reference yield:

6-methyl-heptanoyl chloride (70767-37-2) → (3S,4S)-4-[Dimethyl-(1-methyl-1-phenyl-ethyl)-silanyloxymethyl]-3-((R)-1-hydroxy-6-methyl-heptyl)-dihydro-furan-2-one (122876-18-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 1) n-butyllithium, diisopropylamine / 1) hexane, THF, 10 min, -78 deg C, 2) THF, 1 h, -78 deg C

2: water / ethanol / 0.17 h / Heating

3: 18 percent / sodium borohydride / methanol / 1 h / Ambient temperature

4: 77 percent / imidazole / dimethylsulfoxide / 12 h / Ambient temperature

With 1H-imidazole; sodium tetrahydroborate; n-butyllithium; water; diisopropylamine; In methanol; ethanol; dimethyl sulfoxide;

upstream raw materials:

chloro(α,α-dimethylbenzyl)dimethylsilane

(2R,3R,1'S)-(-)-3-Hydroxymethyl-2-(1'-hydroxy-6'-methylheptyl)-4-butanolide

6-methyl-heptanoyl chloride

(S)-(-)-3-Trimethylsiloxymethyl-4-butanolide

Downstream raw materials:

(R)-3,3,3-Trifluoro-2-methoxy-2-phenyl-propionic acid (R)-1-{(3S,4S)-4-[dimethyl-(1-methyl-1-phenyl-ethyl)-silanyloxymethyl]-2-oxo-tetrahydro-furan-3-yl}-6-methyl-heptyl ester

(S)-3,3,3-Trifluoro-2-methoxy-2-phenyl-propionic acid (R)-1-{(3S,4S)-4-[dimethyl-(1-methyl-1-phenyl-ethyl)-silanyloxymethyl]-2-oxo-tetrahydro-furan-3-yl}-6-methyl-heptyl ester

(R)-3,3,3-Trifluoro-2-methoxy-2-phenyl-propionic acid (S)-1-{(3R,4S)-4-[dimethyl-(1-methyl-1-phenyl-ethyl)-silanyloxymethyl]-2-oxo-tetrahydro-furan-3-yl}-6-methyl-heptyl ester

(S)-3,3,3-Trifluoro-2-methoxy-2-phenyl-propionic acid (S)-1-{(3R,4S)-4-[dimethyl-(1-methyl-1-phenyl-ethyl)-silanyloxymethyl]-2-oxo-tetrahydro-furan-3-yl}-6-methyl-heptyl ester