(S)-1-((3aS,4R,6aR)-5-benzyl-2,2-dimethyltetrahydro-4H-[1,3] dioxolo[4,5-c]pyrrol-4-yl)ethane-1,2-diol

Base Information

• Chemical Name: (S)-1-((3aS,4R,6aR)-5-benzyl-2,2-dimethyltetrahydro-4H-[1,3] dioxolo[4,5-c]pyrrol-4-yl)ethane-1,2-diol
• CAS No.: 851390-80-2
• Molecular Formula: C₁₆H₂₃NO₄
• Molecular Weight: 293.363
• Mol file: 851390-80-2.mol

Synonyms:(S)-1-((3aS,4R,6aR)-5-benzyl-2,2-dimethyltetrahydro-4H-[1,3] dioxolo[4,5-c]pyrrol-4-yl)ethane-1,2-diol

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

There total 8 articles about (S)-1-((3aS,4R,6aR)-5-benzyl-2,2-dimethyltetrahydro-4H-[1,3] dioxolo[4,5-c]pyrrol-4-yl)ethane-1,2-diol 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: 76.0%

(2S,3S,4R)-N-benzyl-3,4-(isopropylidenedioxy)-2-vinyl-pyrrolidine (851390-79-9) → (S)-1-((3aS,4R,6aR)-5-benzyl-2,2-dimethyltetrahydro-4H-[1,3] dioxolo[4,5-c]pyrrol-4-yl)ethane-1,2-diol (851390-80-2)

Guidance literature:

With osmium(VIII) oxide; N-methyl-2-indolinone; In 1,4-dioxane; tert-butyl alcohol; at 60 ℃; for 24h;

DOI:10.1055/s-2005-861792

Reference yield: 74.0%

(3aS,4R,6aR)-5-benzyl-4-[(S)-2,2-dimethyl-1,3-dioxolan-4-yl]-2,2-dimethyltetrahydro-4H-[1,3]dioxolo[4,5-c]pyrrole → (S)-1-((3aS,4R,6aR)-5-benzyl-2,2-dimethyltetrahydro-4H-[1,3] dioxolo[4,5-c]pyrrol-4-yl)ethane-1,2-diol (851390-80-2)

Guidance literature:

With acetic acid; In water; at 50 ℃; for 48h;

DOI:10.1016/j.bmc.2019.03.056

Reference yield:

benzyl bromide (100-39-0) + 1,4-dideoxy-1,4-imino-2,3-O-isopropylidene-D-mannitol (95066-30-1) → (S)-1-((3aS,4R,6aR)-5-benzyl-2,2-dimethyltetrahydro-4H-[1,3] dioxolo[4,5-c]pyrrol-4-yl)ethane-1,2-diol (851390-80-2)

Guidance literature:

With potassium carbonate; In N-methyl-acetamide; chloroform;

upstream raw materials:

(2S,3S,4R)-N-benzyl-3,4-(isopropylidenedioxy)-2-vinyl-pyrrolidine

(2S,3S,4R)-N-benzyl-2-formyl-3,4-(isopropylidenedioxy)pyrrolidine

benzyl bromide

1,4-dideoxy-1,4-imino-2,3-O-isopropylidene-D-mannitol

Downstream raw materials:

N-benzyl-1,4-dideoxy-1,4-imino-D-mannitol

1,4-dideoxy-1,4-imino-D-mannitol hydrochloride