benzyl (4-((3aR,4S,7R,7aS)-1,3-dioxo-1,3,3a,4,7,7a-hexahydro-2H-4,7-methanoisoindol-2-yl)butyl)carbamate

Base Information

• Chemical Name: benzyl (4-((3aR,4S,7R,7aS)-1,3-dioxo-1,3,3a,4,7,7a-hexahydro-2H-4,7-methanoisoindol-2-yl)butyl)carbamate
• CAS No.: 1446322-94-6
• Molecular Formula: C₂₁H₂₄N₂O₄
• Molecular Weight: 368.433
• Mol file: 1446322-94-6.mol

Synonyms:benzyl (4-((3aR,4S,7R,7aS)-1,3-dioxo-1,3,3a,4,7,7a-hexahydro-2H-4,7-methanoisoindol-2-yl)butyl)carbamate

Chemical Property of benzyl (4-((3aR,4S,7R,7aS)-1,3-dioxo-1,3,3a,4,7,7a-hexahydro-2H-4,7-methanoisoindol-2-yl)butyl)carbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzyl (4-((3aR,4S,7R,7aS)-1,3-dioxo-1,3,3a,4,7,7a-hexahydro-2H-4,7-methanoisoindol-2-yl)butyl)carbamate

There total 2 articles about benzyl (4-((3aR,4S,7R,7aS)-1,3-dioxo-1,3,3a,4,7,7a-hexahydro-2H-4,7-methanoisoindol-2-yl)butyl)carbamate 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: 90.0%

(4-aminobutyl)carbamic acid benzyl ester (62146-62-7) + 3,6-endomethylene-1,2,3,6-tetrahydrophthalic anhydride (129-64-6) → benzyl (4-((3aR,4S,7R,7aS)-1,3-dioxo-1,3,3a,4,7,7a-hexahydro-2H-4,7-methanoisoindol-2-yl)butyl)carbamate (1446322-94-6)

Guidance literature:

In toluene; at 100 ℃; Microwave irradiation;

DOI:10.1039/c3nj00145h

Reference yield:

benzyl chloroformate (501-53-1,94274-21-2) → benzyl (4-((3aR,4S,7R,7aS)-1,3-dioxo-1,3,3a,4,7,7a-hexahydro-2H-4,7-methanoisoindol-2-yl)butyl)carbamate (1446322-94-6)

Guidance literature:

Multi-step reaction with 2 steps

1: dichloromethane / 25 h / 0 - 20 °C

2: toluene / 100 °C / Microwave irradiation

In dichloromethane; toluene;

DOI:10.1039/c3nj00145h

Reference yield: 67.0%

benzyl (4-((3aR,4S,7R,7aS)-1,3-dioxo-1,3,3a,4,7,7a-hexahydro-2H-4,7-methanoisoindol-2-yl)butyl)carbamate (1446322-94-6) → benzyl (4-((3aR,4R,5R,6S,7S,7aS)-5,6-dihydroxy-1,3-dioxooctahydro-2H-4,7-methanoisoindol-2-yl)butyl)carbamate (1446322-99-1)

Guidance literature:

With osmium(VIII) oxide; 4-methylmorpholine N-oxide; In water; acetone; at 20 ℃; for 72h;

DOI:10.1039/c3nj00145h

upstream raw materials:

(4-aminobutyl)carbamic acid benzyl ester

3,6-endomethylene-1,2,3,6-tetrahydrophthalic anhydride

benzyl chloroformate

Downstream raw materials:

benzyl (4-((3aR,4R,5R,6S,7S,7aS)-5,6-dihydroxy-1,3-dioxooctahydro-2H-4,7-methanoisoindol-2-yl)butyl)carbamate