N-benzyl-((3aR,5S,6aR)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)methanamine

Base Information

• Chemical Name: N-benzyl-((3aR,5S,6aR)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)methanamine
• CAS No.: 1365659-10-4
• Molecular Formula: C₁₅H₂₁NO₃
• Molecular Weight: 263.337
• Mol file: 1365659-10-4.mol

Synonyms:N-benzyl-((3aR,5S,6aR)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)methanamine

Chemical Property of N-benzyl-((3aR,5S,6aR)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)methanamine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-benzyl-((3aR,5S,6aR)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)methanamine

There total 7 articles about N-benzyl-((3aR,5S,6aR)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)methanamine 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: 79.4%

C15H19NO3 (1255906-08-1) → N-benzyl-((3aR,5S,6aR)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)methanamine (1365659-10-4)

Guidance literature:

With sodium tetrahydroborate; In methanol; at 20 ℃; for 1h;

DOI:10.1080/00397911.2010.539753

Reference yield:

O1,O2-isopropylidene-α-D-erythro-3-deoxy-pentodiald-1,4-ose (4613-68-7,14260-67-4,22248-90-4,74996-06-8) → N-benzyl-((3aR,5S,6aR)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)methanamine (1365659-10-4)

Guidance literature:

Multi-step reaction with 2 steps

1: magnesium sulfate / dichloromethane / 5 h / 20 °C

2: sodium tetrahydroborate / methanol / 1 h / 20 °C

With sodium tetrahydroborate; magnesium sulfate; In methanol; dichloromethane;

DOI:10.1080/00397911.2010.539753

Reference yield:

3-deoxy-1,2;5,6-di-O-isopropylidene-α-D-glucofuranoside (4613-62-1) → N-benzyl-((3aR,5S,6aR)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)methanamine (1365659-10-4)

Guidance literature:

Multi-step reaction with 4 steps

1: sulfuric acid / methanol; water / 3 h / 20 °C

2: sodium periodate / methanol / 2 h / 20 °C

3: magnesium sulfate / dichloromethane / 5 h / 20 °C

4: sodium tetrahydroborate / methanol / 1 h / 20 °C

With sodium tetrahydroborate; sodium periodate; sulfuric acid; magnesium sulfate; In methanol; dichloromethane; water;

DOI:10.1080/00397911.2010.539753

upstream raw materials:

O¹,O²-isopropylidene-α-D-erythro-3-deoxy-pentodiald-1,4-ose

C₁₅H₁₉NO₃

1,2:5,6-di-O-isopropylidene-α-D-glucofuranose

3-deoxy-1,2-O-isopropylidene-D-glucose

Downstream raw materials:

(3R,5S)-5-[((phenylmethyl(benzyloxycarbonyl)amino)methyl)-2-(R/S)-methoxy-tetrahydrofuran-3-yl]methanesulfonate

benzyl benzyl(((3R)-hydroxy-2(R/S)-methoxy-(5S)-tetrahydrofuran2-yl)methyl)carbamate

benzyl benzyl((3aR,5S,6aR)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)carbamate