(-)-9-(tert-butyldimethylsilyloxy)glycinol

Base Information

• Chemical Name: (-)-9-(tert-butyldimethylsilyloxy)glycinol
• CAS No.: 1072145-64-2
• Molecular Formula: C₂₁H₂₆O₅Si
• Molecular Weight: 386.52
• Mol file: 1072145-64-2.mol

Synonyms:(-)-9-(tert-butyldimethylsilyloxy)glycinol

Chemical Property of (-)-9-(tert-butyldimethylsilyloxy)glycinol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (-)-9-(tert-butyldimethylsilyloxy)glycinol

There total 1 articles about (-)-9-(tert-butyldimethylsilyloxy)glycinol 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:

4-benzoxy-salicylaldehyde (52085-14-0) → (-)-9-(tert-butyldimethylsilyloxy)glycinol (1072145-64-2)

Guidance literature:

Multi-step reaction with 7 steps

1.1: sodium tetrahydroborate / methanol / 18 h / 0 - 20 °C / Inert atmosphere

2.1: potassium carbonate / acetone / Reflux; Inert atmosphere

3.1: acetonitrile / Inert atmosphere

4.1: potassium tert-butylate / methanol / Inert atmosphere; Reflux

5.1: triphenylphosphine hydrobromide / dichloromethane / 20 °C / Inert atmosphere

5.2: 20 °C / Inert atmosphere

6.1: osmium(VIII) oxide; hydroquinidine 1 4-phthalazinediyl diether / dichloromethane / -20 °C

7.1: palladium 10% on activated carbon; hydrogen / ethanol / 4 h / 0 - 20 °C / 1810.07 Torr

With sodium tetrahydroborate; osmium(VIII) oxide; hydroquinidine 1 4-phthalazinediyl diether; palladium 10% on activated carbon; potassium tert-butylate; hydrogen; triphenylphosphine hydrobromide; potassium carbonate; In methanol; ethanol; dichloromethane; acetone; acetonitrile; 4.1: Wittig reaction / 6.1: Sharpless dihydroxylation;

DOI:10.1021/op200112g

Reference yield:

1,1-diethoxy-3-methyl-2-butene (1740-74-5) + (-)-9-(tert-butyldimethylsilyloxy)glycinol (1072145-64-2) → (+)-Glyceollin I (57103-57-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 3-Methylpyridine / para-xylene / 18 h / 120 °C / Inert atmosphere

2: triethylamine tris(hydrogen fluoride) / pyridine; dichloromethane / 6 h / 20 °C / Inert atmosphere

With 3-Methylpyridine; triethylamine tris(hydrogen fluoride); In pyridine; dichloromethane; para-xylene;

DOI:10.1021/op200112g

upstream raw materials:

4-benzoxy-salicylaldehyde

Downstream raw materials:

(+)-Glyceollin I