(+/-)-1β-Acetoxy-2α,3α-(isopropylidenedioxy)-4β-(triphenylmethoxymethyl)cyclopentane

Base Information

• Chemical Name: (+/-)-1β-Acetoxy-2α,3α-(isopropylidenedioxy)-4β-(triphenylmethoxymethyl)cyclopentane
• CAS No.: 144874-56-6
• Molecular Formula: C₃₀H₃₂O₅
• Molecular Weight: 472.581
• Mol file: 144874-56-6.mol

Synonyms:(+/-)-1β-Acetoxy-2α,3α-(isopropylidenedioxy)-4β-(triphenylmethoxymethyl)cyclopentane

Chemical Property of (+/-)-1β-Acetoxy-2α,3α-(isopropylidenedioxy)-4β-(triphenylmethoxymethyl)cyclopentane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (+/-)-1β-Acetoxy-2α,3α-(isopropylidenedioxy)-4β-(triphenylmethoxymethyl)cyclopentane

There total 8 articles about (+/-)-1β-Acetoxy-2α,3α-(isopropylidenedioxy)-4β-(triphenylmethoxymethyl)cyclopentane 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: 82.0%

(+/-)-3β-Acetoxy-5β-(triphenylmethoxymethyl)cyclopentane-1α,2α-diol (144874-54-4,144938-74-9) + 2,2-dimethoxy-propane (77-76-9) → (+/-)-1β-Acetoxy-2α,3α-(isopropylidenedioxy)-4β-(triphenylmethoxymethyl)cyclopentane (144874-56-6)

Guidance literature:

With toluene-4-sulfonic acid;

Reference yield:

(+/-)-(1β,4β)-1-(triphenylmethoxymethyl)cyclopent-2-en-4-ol (110289-12-8,132312-60-8,137821-17-1,137821-20-6,137821-21-7,138382-24-8,138382-25-9,147332-44-3) → (1R,2S,3R,4R)-(-)-1-Acetoxy-2,3-(isopropylidenedioxy)-4-(triphenylmethoxymethyl)cyclopentane (144874-56-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 75 h / Ambient temperature; Pseudomonas fluorescens lipase

2: N-Methylmorpholine N-oxide / osmium tetraoxide / acetone; H₂O; butan-1-ol / 15 h / Ambient temperature

3: p-toluenesulfonic acid

With toluene-4-sulfonic acid; 4-methylmorpholine N-oxide; osmium(VIII) oxide; In water; acetone; butan-1-ol;

Reference yield:

(1S,4R)-(-)-1-(triphenylmethoxymethyl)cyclopent-2-en-4-ol (137821-21-7) → (1R,2S,3R,4R)-(-)-1-Acetoxy-2,3-(isopropylidenedioxy)-4-(triphenylmethoxymethyl)cyclopentane (144874-56-6)

Guidance literature:

Multi-step reaction with 3 steps

1: pyridine, 4-(dimethylamino)pyridine / CH₂Cl₂ / 1.5 h

2: N-Methylmorpholine N-oxide / osmium tetraoxide / acetone; H₂O; butan-1-ol / 15 h / Ambient temperature

3: p-toluenesulfonic acid

With pyridine; dmap; toluene-4-sulfonic acid; 4-methylmorpholine N-oxide; osmium(VIII) oxide; In dichloromethane; water; acetone; butan-1-ol;

upstream raw materials:

(+/-)-3β-Acetoxy-5β-(triphenylmethoxymethyl)cyclopentane-1α,2α-diol

2,2-dimethoxy-propane

(+/-)-(1β,4β)-1-(triphenylmethoxymethyl)cyclopent-2-en-4-ol

(+/-)-3β-Acetoxy-5β-(triphenylmethoxymethyl)cyclopentene

Downstream raw materials:

(+/-)-2α,3α-Isopropylidenedioxy-4β-(triphenylmethoxymethyl)cyclopentane-1β-ol

(+/-)-2α,3α-Isopropylidenedioxy-4β-(triphenylmethoxymethyl)cyclopentan-1α-ol

(+/-)-2α,3α-Isopropylidenedioxy-4β-(triphenylmethoxymethyl)cyclopentanone

(1R,2S,3R,4R)-(-)-2,3-Isopropylidenedioxy-4-(triphenylmethoxymethyl)cyclopentanol