((3aR,4S,6aS)-5-benzyl-2,2-dimethyltetrahydro-3aH-[1,3]dioxolo[4,5-c]pyrrol-4-yl)methanol

Base Information

• Chemical Name: ((3aR,4S,6aS)-5-benzyl-2,2-dimethyltetrahydro-3aH-[1,3]dioxolo[4,5-c]pyrrol-4-yl)methanol
• CAS No.: 177569-80-1
• Molecular Formula: C₁₅H₂₁NO₃
• Molecular Weight: 263.337
• Mol file: 177569-80-1.mol

Synonyms:((3aR,4S,6aS)-5-benzyl-2,2-dimethyltetrahydro-3aH-[1,3]dioxolo[4,5-c]pyrrol-4-yl)methanol

Chemical Property of ((3aR,4S,6aS)-5-benzyl-2,2-dimethyltetrahydro-3aH-[1,3]dioxolo[4,5-c]pyrrol-4-yl)methanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ((3aR,4S,6aS)-5-benzyl-2,2-dimethyltetrahydro-3aH-[1,3]dioxolo[4,5-c]pyrrol-4-yl)methanol

There total 13 articles about ((3aR,4S,6aS)-5-benzyl-2,2-dimethyltetrahydro-3aH-[1,3]dioxolo[4,5-c]pyrrol-4-yl)methanol 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: 93.0%

(3aR,4S,6aS)-5-benzyl-4-((tert-butyldimethylsilyloxy)methyl)-2,2-dimethyltetrahydro-3aH-[1,3]dioxolo[4,5-c]pyrrole (177569-79-8) → ((3aR,4S,6aS)-5-benzyl-2,2-dimethyltetrahydro-3aH-[1,3]dioxolo[4,5-c]pyrrol-4-yl)methanol (177569-80-1)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 2h; Ambient temperature;

DOI:10.1039/p19960000803

Reference yield: 86.0%

N-Benzyl-1,4-dideoxy-1,4-imino-2,3-di-O-isopropylidene-5-O-trityl-L-lyxitol → ((3aR,4S,6aS)-5-benzyl-2,2-dimethyltetrahydro-3aH-[1,3]dioxolo[4,5-c]pyrrol-4-yl)methanol (177569-80-1)

Guidance literature:

With toluene-4-sulfonic acid; In methanol; dichloromethane; at 20 ℃; for 24h;

DOI:10.3762/bjoc.14.189

Reference yield: 51.0%

C15H20INO2 → C15H21NO3 + ((3aR,4S,6aS)-5-benzyl-2,2-dimethyltetrahydro-3aH-[1,3]dioxolo[4,5-c]pyrrol-4-yl)methanol (177569-80-1)

Guidance literature:

With tetra-(n-butyl)ammonium iodide; sodium hydroxide; In tetrahydrofuran; water; at 60 ℃; for 24h;

DOI:10.1016/j.cclet.2017.10.004

upstream raw materials:

(3aR,4S,6aS)-5-benzyl-4-((tert-butyldimethylsilyloxy)methyl)-2,2-dimethyltetrahydro-3aH-[1,3]dioxolo[4,5-c]pyrrole

(2S,3R,4S)-<1-Benzyl-3,4-(isopropylidenedioxy)pyrrolidin-2-yl>methyl methanesulfonate

5-(tert-butyldimethylsilyloxy)-2,3-isopropylidenedioxy-D-ribofuranose

5-O-(tert-butyldimethylsilyl)2,3-di-O-isopropylidene-D-ribitol

Downstream raw materials:

(3R,4S,5S)-1-Benzyl-3-fluoro-4,5-(isopropylidenedioxy)piperidine

(3R,4R,5S)-1-Benzyl-4,5-(isopropylidenedioxy)piperidin-3-ol

<(3R)-(3α,4α,5α)>-1-Benzylpiperidine-3,4,5-triol

(3S,4S,5R)-1-Benzyl-5-fluoropiperidin-3,4-diol