N-(3-azidopropyl)-2,3,4,6-tetra-O-benzyl-1,5-dideoxy-1,5-imino-D-glucitol

Base Information

• Chemical Name: N-(3-azidopropyl)-2,3,4,6-tetra-O-benzyl-1,5-dideoxy-1,5-imino-D-glucitol
• CAS No.: 1119249-25-0
• Molecular Formula: C₃₇H₄₂N₄O₄
• Molecular Weight: 606.765
• Mol file: 1119249-25-0.mol

Synonyms:N-(3-azidopropyl)-2,3,4,6-tetra-O-benzyl-1,5-dideoxy-1,5-imino-D-glucitol

Chemical Property of N-(3-azidopropyl)-2,3,4,6-tetra-O-benzyl-1,5-dideoxy-1,5-imino-D-glucitol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(3-azidopropyl)-2,3,4,6-tetra-O-benzyl-1,5-dideoxy-1,5-imino-D-glucitol

There total 2 articles about N-(3-azidopropyl)-2,3,4,6-tetra-O-benzyl-1,5-dideoxy-1,5-imino-D-glucitol 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:

3-azidopropylamine (88192-19-2) + (2R,3R,4S)-2,3,4,6-tetrakis(benzyloxy)-5-oxohexanal (214041-43-7) → N-(3-azidopropyl)-2,3,4,6-tetra-O-benzyl-1,5-dideoxy-1,5-imino-D-glucitol (1119249-25-0)

Guidance literature:

With sodium cyanoborohydride; In methanol; at 50 ℃; Microwave irradiation;

DOI:10.1039/b815408b

Reference yield:

(2R,3R,4S)-2,3,4,6-tetrakis(benzyloxy)-5-oxohexanal (214041-43-7) → N-(3-azidopropyl)-2,3,4,6-tetra-O-benzyl-1,5-dideoxy-1,5-imino-D-glucitol (1119249-25-0)

Guidance literature:

With sodium cyanoborohydride; In methanol; at 50 ℃; for 1h; Microwave irradiation;

DOI:10.1021/ja406931w

Reference yield: 94.0%

N-(3-azidopropyl)-2,3,4,6-tetra-O-benzyl-1,5-dideoxy-1,5-imino-D-glucitol (1119249-25-0) + 1-Ethynylcyclohexan-1-ol (78-27-3) → N-(3-(4-((cyclohexan-1-ol)-1-yl)-1H-1,2,3-triazol-1-yl)propyl)-2,3,4,6-tetra-O-benzyl-1,5-dideoxy-1,5-imino-D-glucitol (1332461-59-2)

Guidance literature:

With copper(II) sulfate; sodium L-ascorbate; In 1,4-dioxane; water; at 80 ℃; for 0.75h; Microwave irradiation;

DOI:10.1021/jo201125x

upstream raw materials:

3-azidopropylamine

(2R,3R,4S)-2,3,4,6-tetrakis(benzyloxy)-5-oxohexanal

Downstream raw materials:

4-[16-hydroxy-2,5,8,11,14-pentaoxahexadecyl]-1-[3-(2,3,4,6-tetra-O-benzyl-1,5-dideoxy-1,5-imino-D-glucitol-N-yl)-propyl]-1H-[1,2,3]-triazole

4-[7-hydroxy-2,5-dioxaheptyl]-1-[3-(2,3,4,6-tetra-O-benzyl-1,5-dideoxy-1,5-imino-D-glucitol-N-yl)-propyl]-1H-[1,2,3]-triazole

bis-1,9-[1-(3-(2,3,4,6-tetra-O-benzyl-1,5-dideoxy-1,5-imino-D-glucitol-N-yl)-propyl)triazol-4-yl]-2,5,8-trioxanonane

bis-1,18-[1-(3-(2,3,4,6-tetra-O-benzyl-1,5-dideoxy-1,5-imino-D-glucitol-N-yl)-propyl)triazol-4-yl]-2,5,8,11,14,17-hexaoxaoctadecane