4-(trans-4-butylcyclohexyl)phenylmethyl β-D-glucopyranoside

Base Information

• Chemical Name: 4-(trans-4-butylcyclohexyl)phenylmethyl β-D-glucopyranoside
• CAS No.: 1616345-44-8
• Molecular Formula: C₂₃H₃₆O₆
• Molecular Weight: 408.535
• Mol file: 1616345-44-8.mol

Synonyms:4-(trans-4-butylcyclohexyl)phenylmethyl β-D-glucopyranoside

Chemical Property of 4-(trans-4-butylcyclohexyl)phenylmethyl β-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-(trans-4-butylcyclohexyl)phenylmethyl β-D-glucopyranoside

There total 5 articles about 4-(trans-4-butylcyclohexyl)phenylmethyl β-D-glucopyranoside 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: 100.0%

4-(trans-4-butylcyclohexyl)phenylmethyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside (1616345-43-7) → 4-(trans-4-butylcyclohexyl)phenylmethyl β-D-glucopyranoside (1616345-44-8)

Guidance literature:

With methanol; sodium methylate; at 20 ℃; for 5h;

DOI:10.1016/j.carres.2014.04.007

Reference yield:

ethyl 4-(trans-4-butylcyclohexyl)benzoate (1616345-38-0) → 4-(trans-4-butylcyclohexyl)phenylmethyl β-D-glucopyranoside (1616345-44-8)

Guidance literature:

Multi-step reaction with 3 steps

1: lithium aluminium tetrahydride / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere

2: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 9 h / -5 °C / Molecular sieve; Inert atmosphere

3: sodium methylate; methanol / 5 h / 20 °C

With methanol; lithium aluminium tetrahydride; trimethylsilyl trifluoromethanesulfonate; sodium methylate; In tetrahydrofuran; dichloromethane;

DOI:10.1016/j.carres.2014.04.007

Reference yield:

p-(4-trans-butylcyclohexyl)benzoic acid (83626-35-1) → 4-(trans-4-butylcyclohexyl)phenylmethyl β-D-glucopyranoside (1616345-44-8)

Guidance literature:

Multi-step reaction with 4 steps

1: sulfuric acid / 16 h / 70 °C / Molecular sieve; Inert atmosphere

2: lithium aluminium tetrahydride / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere

3: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 9 h / -5 °C / Molecular sieve; Inert atmosphere

4: sodium methylate; methanol / 5 h / 20 °C

With methanol; lithium aluminium tetrahydride; trimethylsilyl trifluoromethanesulfonate; sulfuric acid; sodium methylate; In tetrahydrofuran; dichloromethane;

DOI:10.1016/j.carres.2014.04.007

upstream raw materials:

2,3,4,5-tetra-O-acetyl-D-glucopyranose

ethyl 4-(trans-4-butylcyclohexyl)benzoate

p-(4-trans-butylcyclohexyl)benzoic acid

2,3,4,6-tetra-O-acetyl-D-glucopyranosyl bromide

Downstream raw materials:

4-(trans-4-butylcyclohexyl)phenylmethyl 2,3,4,6-tetra-O-methyl-β-D-glucopyranoside