(3R,7S,9S)-1-(4-methoxybenzyloxy)-7,9,10-tris(tert-butyldimethylsilyloxy)-3-hydroxy-decan-5-one

Base Information

• Chemical Name: (3R,7S,9S)-1-(4-methoxybenzyloxy)-7,9,10-tris(tert-butyldimethylsilyloxy)-3-hydroxy-decan-5-one
• CAS No.: 1227374-11-9
• Molecular Formula: C₃₆H₇₀O₇Si₃
• Molecular Weight: 699.204
• Mol file: 1227374-11-9.mol

Synonyms:(3R,7S,9S)-1-(4-methoxybenzyloxy)-7,9,10-tris(tert-butyldimethylsilyloxy)-3-hydroxy-decan-5-one

Chemical Property of (3R,7S,9S)-1-(4-methoxybenzyloxy)-7,9,10-tris(tert-butyldimethylsilyloxy)-3-hydroxy-decan-5-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3R,7S,9S)-1-(4-methoxybenzyloxy)-7,9,10-tris(tert-butyldimethylsilyloxy)-3-hydroxy-decan-5-one

There total 12 articles about (3R,7S,9S)-1-(4-methoxybenzyloxy)-7,9,10-tris(tert-butyldimethylsilyloxy)-3-hydroxy-decan-5-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: 88.0%

(R)-1-(2-((2S,4S)-2,4,5-tris(tert-butyldimethylsilyloxy)pentyl)-1,3-dithian-2-yl)-4-(4-methoxybenzyloxy)butan-2-ol (1227373-89-8) → (3R,7S,9S)-1-(4-methoxybenzyloxy)-7,9,10-tris(tert-butyldimethylsilyloxy)-3-hydroxy-decan-5-one (1227374-11-9)

Guidance literature:

With 2,6-dimethylpyridine; mercury(II) perchlorate trihydrate; Inert atmosphere;

DOI:10.1021/ol200735r

Reference yield:

(2S)-1-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]-3-(1,3-dithian-2-yl)propan-2-ol (1196989-21-5) → (3R,7S,9S)-1-(4-methoxybenzyloxy)-7,9,10-tris(tert-butyldimethylsilyloxy)-3-hydroxy-decan-5-one (1227374-11-9)

Guidance literature:

Multi-step reaction with 5 steps

1: 2,6-dimethylpyridine / Inert atmosphere

2: acetyl chloride / methanol / Inert atmosphere

3: 2,6-dimethylpyridine / Inert atmosphere

4: tert.-butyl lithium / tetrahydrofuran / Inert atmosphere

5: 2,6-dimethylpyridine; mercury(II) perchlorate trihydrate / Inert atmosphere

With 2,6-dimethylpyridine; mercury(II) perchlorate trihydrate; tert.-butyl lithium; acetyl chloride; In tetrahydrofuran; methanol;

DOI:10.1021/ol200735r

Reference yield:

2-((2S,4S)-2,4,5-tris(tert-butyldimethylsilyloxy)pentyl)-1,3-dithiane (1227373-88-7) → (3R,7S,9S)-1-(4-methoxybenzyloxy)-7,9,10-tris(tert-butyldimethylsilyloxy)-3-hydroxy-decan-5-one (1227374-11-9)

Guidance literature:

Multi-step reaction with 2 steps

1: tert.-butyl lithium / tetrahydrofuran / Inert atmosphere

2: 2,6-dimethylpyridine; mercury(II) perchlorate trihydrate / Inert atmosphere

With 2,6-dimethylpyridine; mercury(II) perchlorate trihydrate; tert.-butyl lithium; In tetrahydrofuran;

DOI:10.1021/ol200735r

upstream raw materials:

(R)-1-(2-((2S,4S)-2,4,5-tris(tert-butyldimethylsilyloxy)pentyl)-1,3-dithian-2-yl)-4-(4-methoxybenzyloxy)butan-2-ol

(2S)-1-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]-3-(1,3-dithian-2-yl)propan-2-ol

2-{(2S)-2-[(tert-butyldimethylsilyl)oxy]-3-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]-propyl}-1,3-dithiane

2-((2S,4S)-2,4,5-tris(tert-butyldimethylsilyloxy)pentyl)-1,3-dithiane

Downstream raw materials:

1-(((3R,5S,7R,9S)-3,5,7,9,10-pentakis(tert-butyldimethylsilyloxy)decyloxy)methyl)-4-methoxybenzene