(+)-O-3-(triisopropylsilyl)pseudosemiglabrinol

Base Information

• Chemical Name: (+)-O-3-(triisopropylsilyl)pseudosemiglabrinol
• CAS No.: 163254-71-5
• Molecular Formula: C₃₀H₃₈O₅Si
• Molecular Weight: 506.714
• Mol file: 163254-71-5.mol

Synonyms:(+)-O-3-(triisopropylsilyl)pseudosemiglabrinol

Chemical Property of (+)-O-3-(triisopropylsilyl)pseudosemiglabrinol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (+)-O-3-(triisopropylsilyl)pseudosemiglabrinol

There total 2 articles about (+)-O-3-(triisopropylsilyl)pseudosemiglabrinol 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: 80.0%

benzaldehyde (100-52-7) + (3R,3aS,8aS)-2,2-dimethyl-3-(triisopropylsiloxy)-5-<(methylsulfinyl)acetyl>-2,3,3a,8a-tetrahydro-1,8-dioxacyclopentinden-4-ol (163254-70-4) → (+)-O-3-(triisopropylsilyl)pseudosemiglabrinol (163254-71-5)

Guidance literature:

With piperidine; In toluene; for 3h; Heating;

DOI:10.1021/ja00122a011

Reference yield:

(3R,3aS,8aS)-2,2-dimethyl-3-(triisopropylsiloxy)-5-(methoxycarbonyl)-2,3,3a,8a-tetrahydro-1,8-dioxacyclopentinden-4-ol (163254-69-1) → (+)-O-3-(triisopropylsilyl)pseudosemiglabrinol (163254-71-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) NaH / 1.) benzene, 80 deg C, 2 h, 2.) benzene, 1 h

2: 80 percent / piperidine / toluene / 3 h / Heating

With piperidine; sodium hydride; In toluene;

DOI:10.1021/ja00122a011

Reference yield: 94.0%

(+)-O-3-(triisopropylsilyl)pseudosemiglabrinol (163254-71-5) → (+)-pseudosemiglabrinol (163254-74-8)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; Ambient temperature;

DOI:10.1021/ja00122a011

upstream raw materials:

benzaldehyde

(3R,3aS,8aS)-2,2-dimethyl-3-(triisopropylsiloxy)-5-<(methylsulfinyl)acetyl>-2,3,3a,8a-tetrahydro-1,8-dioxacyclopentinden-4-ol

(3R,3aS,8aS)-2,2-dimethyl-3-(triisopropylsiloxy)-5-(methoxycarbonyl)-2,3,3a,8a-tetrahydro-1,8-dioxacyclopentinden-4-ol

Downstream raw materials:

(+)-pseudosemiglabrinol