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

Base Information

• Chemical Name: 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
• CAS No.: 1332461-59-2
• Molecular Formula: C₄₅H₅₄N₄O₅
• Molecular Weight: 730.948
• Mol file: 1332461-59-2.mol

Synonyms: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

Chemical Property of 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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 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

There total 3 articles about 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 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: 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

Reference yield:

2,3,4,6-tetra-O-benzyl-D-glucitol (78136-16-0,14233-48-8) → 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:

Multi-step reaction with 3 steps

1.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / -78 °C

1.2: -78 - 20 °C

2.1: sodium cyanoborohydride / Microwave irradiation

3.1: copper(II) sulfate; sodium L-ascorbate / 1,4-dioxane; water / 0.75 h / 80 °C / Microwave irradiation

With oxalyl dichloride; sodium cyanoborohydride; copper(II) sulfate; dimethyl sulfoxide; sodium L-ascorbate; In 1,4-dioxane; dichloromethane; water; 1.1: Swern oxidation / 1.2: Swern oxidation;

DOI:10.1021/jo201125x

Reference yield:

(2R,3R,4S)-2,3,4,6-tetrakis(benzyloxy)-5-oxohexanal (214041-43-7) → 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:

Multi-step reaction with 2 steps

1: sodium cyanoborohydride / Microwave irradiation

2: copper(II) sulfate; sodium L-ascorbate / 1,4-dioxane; water / 0.75 h / 80 °C / Microwave irradiation

With sodium cyanoborohydride; copper(II) sulfate; sodium L-ascorbate; In 1,4-dioxane; water;

DOI:10.1021/jo201125x

upstream raw materials:

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

1-Ethynylcyclohexan-1-ol

2,3,4,6-tetra-O-benzyl-D-glucitol

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

Downstream raw materials:

N-(3-(4-(cyclohexanol-1-yl)-1H-1,2,3-triazol-1-yl)propyl)-1,5-dideoxy-1,5-imino-D-glucitol