(3R,4R,5R)-5-(tert-Butyl-diphenyl-silanyloxy)-3,4-dimethoxy-hexanoic acid

Base Information

• Chemical Name: (3R,4R,5R)-5-(tert-Butyl-diphenyl-silanyloxy)-3,4-dimethoxy-hexanoic acid
• CAS No.: 118715-53-0
• Molecular Formula: C₂₄H₃₄O₅Si
• Molecular Weight: 430.616

Synonyms:(3R,4R,5R)-5-(tert-Butyl-diphenyl-silanyloxy)-3,4-dimethoxy-hexanoic acid

Chemical Property of (3R,4R,5R)-5-(tert-Butyl-diphenyl-silanyloxy)-3,4-dimethoxy-hexanoic acid

Chemical Property:

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Technology Process of (3R,4R,5R)-5-(tert-Butyl-diphenyl-silanyloxy)-3,4-dimethoxy-hexanoic acid

There total 4 articles about (3R,4R,5R)-5-(tert-Butyl-diphenyl-silanyloxy)-3,4-dimethoxy-hexanoic acid 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: 76.0%

5-(tert-Butyl-diphenyl-silanyloxy)-1-indol-1-yl-3,4-dimethoxy-hexan-1-one (120927-92-6) → 5-(tert-Butyl-diphenyl-silanyloxy)-3,4-dimethoxy-hexanoic acid (118715-53-0)

Guidance literature:

With potassium hydroxide;

DOI:10.1021/jo00275a015

Reference yield:

(4S,5S,6S)-4,5-Dimethoxy-6-methyl-tetrahydro-pyran-2-one (120927-77-7) → 5-(tert-Butyl-diphenyl-silanyloxy)-3,4-dimethoxy-hexanoic acid (118715-53-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) Me₂AlCl, 2.) imidazole, 4-(dimethylamino)pyridine

2: 69 percent / ozone, Me₂S, oxalic acid

3: 76 percent / methanolic potassium hydroxide

With 1H-imidazole; dmap; potassium hydroxide; dimethylsulfide; dimethylaluminum chloride; oxalic acid; ozone;

DOI:10.1021/jo00275a015

Reference yield:

tert-butylchlorodiphenylsilane (58479-61-1) → 5-(tert-Butyl-diphenyl-silanyloxy)-3,4-dimethoxy-hexanoic acid (118715-53-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) Me₂AlCl, 2.) imidazole, 4-(dimethylamino)pyridine

2: 69 percent / ozone, Me₂S, oxalic acid

3: 76 percent / methanolic potassium hydroxide

With 1H-imidazole; dmap; potassium hydroxide; dimethylsulfide; dimethylaluminum chloride; oxalic acid; ozone;

DOI:10.1021/jo00275a015

upstream raw materials:

5-(tert-Butyl-diphenyl-silanyloxy)-1-indol-1-yl-3,4-dimethoxy-hexan-1-one

(4S,5S,6S)-4,5-Dimethoxy-6-methyl-tetrahydro-pyran-2-one

tert-butylchlorodiphenylsilane

5-(tert-Butyl-diphenyl-silanyloxy)-3,4-dimethoxy-hexanoic acid (2-allyl-phenyl)-amide

Downstream raw materials:

(3R,4R,5R)-5-(tert-Butyl-diphenyl-silanyloxy)-3,4-dimethoxy-hexanoic acid (3aR,5S,6S,6aR)-5-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yl ester

(3R,4R,5R)-5-(tert-Butyl-diphenyl-silanyloxy)-3,4-dimethoxy-hexanethioic acid O-[(3S,5S,8R,9S,10S,13R,14S,17R)-17-((R)-1,5-dimethyl-hexyl)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-3-yl] ester

tert-Butyl-{(1R,2R,3R)-5-[(3aR,5S,6S,6aR)-5-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yloxy]-2,3-dimethoxy-1-methyl-hex-5-enyloxy}-diphenyl-silane

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