1,2-O-isopropylidene-3-C-phenyl-5-(4-(1-hydroxycyclohexyl)-1H-1,2,3-triazole-1-yl)-α-D-ribofuranose

Base Information

• Chemical Name: 1,2-O-isopropylidene-3-C-phenyl-5-(4-(1-hydroxycyclohexyl)-1H-1,2,3-triazole-1-yl)-α-D-ribofuranose
• CAS No.: 1357178-66-5
• Molecular Formula: C₂₂H₂₉N₃O₅
• Molecular Weight: 415.489
• Mol file: 1357178-66-5.mol

Synonyms:1,2-O-isopropylidene-3-C-phenyl-5-(4-(1-hydroxycyclohexyl)-1H-1,2,3-triazole-1-yl)-α-D-ribofuranose

Chemical Property of 1,2-O-isopropylidene-3-C-phenyl-5-(4-(1-hydroxycyclohexyl)-1H-1,2,3-triazole-1-yl)-α-D-ribofuranose

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,2-O-isopropylidene-3-C-phenyl-5-(4-(1-hydroxycyclohexyl)-1H-1,2,3-triazole-1-yl)-α-D-ribofuranose

There total 9 articles about 1,2-O-isopropylidene-3-C-phenyl-5-(4-(1-hydroxycyclohexyl)-1H-1,2,3-triazole-1-yl)-α-D-ribofuranose 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%

1,2-O-isopropylidene-3-C-phenyl-5-azido-α-D-ribofuranose (1357178-65-4) + 1-Ethynylcyclohexan-1-ol (78-27-3) → 1,2-O-isopropylidene-3-C-phenyl-5-(4-(1-hydroxycyclohexyl)-1H-1,2,3-triazole-1-yl)-α-D-ribofuranose (1357178-66-5)

Guidance literature:

With copper(ll) sulfate pentahydrate; sodium L-ascorbate; In dichloromethane; water; at 20 ℃; for 12h;

DOI:10.1016/j.carres.2011.12.026

Reference yield:

C18H24O6 → 1,2-O-isopropylidene-3-C-phenyl-5-(4-(1-hydroxycyclohexyl)-1H-1,2,3-triazole-1-yl)-α-D-ribofuranose (1357178-66-5)

Guidance literature:

Multi-step reaction with 6 steps

1: phosphomolybdic acid; silica gel / acetonitrile / 3 h / 20 °C

2: sodium periodate / ethanol; water / 12 h / 20 °C

3: sodium tetrahydroborate / ethanol; water / 12 h

4: dmap / pyridine / 3.5 h / 20 °C / Cooling with ice

5: sodium azide / N,N-dimethyl-formamide / 12 h / 120 °C

6: copper(ll) sulfate pentahydrate; sodium L-ascorbate / dichloromethane; water / 12 h / 20 °C

With dmap; sodium tetrahydroborate; sodium periodate; phosphomolybdic acid; sodium azide; copper(ll) sulfate pentahydrate; silica gel; sodium L-ascorbate; In pyridine; ethanol; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1016/j.carres.2011.12.026

Reference yield:

1,2-O-isopropylidene-3-C-phenyl-α-D-ribofuranose (237412-43-0) → 1,2-O-isopropylidene-3-C-phenyl-5-(4-(1-hydroxycyclohexyl)-1H-1,2,3-triazole-1-yl)-α-D-ribofuranose (1357178-66-5)

Guidance literature:

Multi-step reaction with 3 steps

1: dmap / pyridine / 3.5 h / 20 °C / Cooling with ice

2: sodium azide / N,N-dimethyl-formamide / 12 h / 120 °C

3: copper(ll) sulfate pentahydrate; sodium L-ascorbate / dichloromethane; water / 12 h / 20 °C

With dmap; sodium azide; copper(ll) sulfate pentahydrate; sodium L-ascorbate; In pyridine; dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1016/j.carres.2011.12.026

upstream raw materials:

C₁₄H₁₆O₅

1,2-O-isopropylidene-3-C-phenyl-α-D-ribofuranose

1,2-O-isopropylidene-3-C-phenyl-5-O-tosyl-α-D-ribofuranose

1,2-O-isopropylidene-3-C-phenyl-5-azido-α-D-ribofuranose