(2-decyl-tetradecyl) 2,3,4-tri-O-acetyl-6-O-(prop-2-ynyloxy)-β-D-galactpyranosyl-(1->4)-2,3-di-O-acetyl-6-O-benzoyl-β-D-lactopyranoside

Base Information

• Chemical Name: (2-decyl-tetradecyl) 2,3,4-tri-O-acetyl-6-O-(prop-2-ynyloxy)-β-D-galactpyranosyl-(1->4)-2,3-di-O-acetyl-6-O-benzoyl-β-D-lactopyranoside
• CAS No.: 1380585-37-4
• Molecular Formula: C₅₆H₈₆O₁₇
• Molecular Weight: 1031.29
• Mol file: 1380585-37-4.mol

Synonyms:

Chemical Property of (2-decyl-tetradecyl) 2,3,4-tri-O-acetyl-6-O-(prop-2-ynyloxy)-β-D-galactpyranosyl-(1->4)-2,3-di-O-acetyl-6-O-benzoyl-β-D-lactopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2-decyl-tetradecyl) 2,3,4-tri-O-acetyl-6-O-(prop-2-ynyloxy)-β-D-galactpyranosyl-(1->4)-2,3-di-O-acetyl-6-O-benzoyl-β-D-lactopyranoside

There total 14 articles about (2-decyl-tetradecyl) 2,3,4-tri-O-acetyl-6-O-(prop-2-ynyloxy)-β-D-galactpyranosyl-(1->4)-2,3-di-O-acetyl-6-O-benzoyl-β-D-lactopyranoside 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: 10.0%

2,3,4-tri-O-acetyl-6-O-prop-2-yn-1-yl-α-D-galactopyranosyl trichloroacetimidate (1380585-22-7) + tricosan-11-ylmethyl 2,3-di-O-acetyl-6-O-benzoyl-β-D-glucopyranoside (1380585-23-8) → (2-decyl-tetradecyl) 2,3,4-tri-O-acetyl-6-O-(prop-2-ynyloxy)-β-D-galactpyranosyl-(1->4)-2,3-di-O-acetyl-6-O-benzoyl-β-D-lactopyranoside (1380585-37-4)

Guidance literature:

2,3,4-tri-O-acetyl-6-O-prop-2-yn-1-yl-α-D-galactopyranosyl trichloroacetimidate; tricosan-11-ylmethyl 2,3-di-O-acetyl-6-O-benzoyl-β-D-glucopyranoside; for 1h; Molecular sieve;

With boron trifluoride diethyl etherate; In dichloromethane; at 0 - 2 ℃; for 10h; Molecular sieve;

DOI:10.1039/c2cc31666h

Reference yield:

tricosan-11-ylmethyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside (1380585-29-4) → (2-decyl-tetradecyl) 2,3,4-tri-O-acetyl-6-O-(prop-2-ynyloxy)-β-D-galactpyranosyl-(1->4)-2,3-di-O-acetyl-6-O-benzoyl-β-D-lactopyranoside (1380585-37-4)

Guidance literature:

Multi-step reaction with 6 steps

1.1: sodium methylate / methanol

2.1: toluene-4-sulfonic acid / N,N-dimethyl-formamide / 4 h / Inert atmosphere

3.1: pyridine / 0.08 h / 0 °C / Inert atmosphere

3.2: 20 °C / Inert atmosphere

4.1: acetic acid / water / 15 h / 40 °C

5.1: pyridine / dichloromethane / 12 h / 0 - 20 °C / Inert atmosphere

6.1: 1 h / Molecular sieve

6.2: 10 h / 0 - 2 °C / Molecular sieve

With pyridine; sodium methylate; toluene-4-sulfonic acid; acetic acid; In methanol; dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1039/c2cc31666h

Reference yield:

tricosan-11-ylmethyl β-D-glucopyranoside (896419-67-3) → (2-decyl-tetradecyl) 2,3,4-tri-O-acetyl-6-O-(prop-2-ynyloxy)-β-D-galactpyranosyl-(1->4)-2,3-di-O-acetyl-6-O-benzoyl-β-D-lactopyranoside (1380585-37-4)

Guidance literature:

Multi-step reaction with 5 steps

1.1: toluene-4-sulfonic acid / N,N-dimethyl-formamide / 4 h / Inert atmosphere

2.1: pyridine / 0.08 h / 0 °C / Inert atmosphere

2.2: 20 °C / Inert atmosphere

3.1: acetic acid / water / 15 h / 40 °C

4.1: pyridine / dichloromethane / 12 h / 0 - 20 °C / Inert atmosphere

5.1: 1 h / Molecular sieve

5.2: 10 h / 0 - 2 °C / Molecular sieve

With pyridine; toluene-4-sulfonic acid; acetic acid; In dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1039/c2cc31666h

upstream raw materials:

D-glucose pentaacetate

2,3,4-tri-O-acetyl-6-O-prop-2-yn-1-yl-α-D-galactopyranosyl trichloroacetimidate

tricosan-11-ylmethyl 2,3-di-O-acetyl-6-O-benzoyl-β-D-glucopyranoside

tricosan-11-ylmethyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside