pent-4-enyl 6-O-acetyl-2,3-di-O-benzyl-β-D-galactopyranoside

Base Information

• Chemical Name: pent-4-enyl 6-O-acetyl-2,3-di-O-benzyl-β-D-galactopyranoside
• CAS No.: 613664-61-2
• Molecular Formula: C₂₇H₃₄O₇
• Molecular Weight: 470.563
• Mol file: 613664-61-2.mol

Synonyms:pent-4-enyl 6-O-acetyl-2,3-di-O-benzyl-β-D-galactopyranoside

Chemical Property of pent-4-enyl 6-O-acetyl-2,3-di-O-benzyl-β-D-galactopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of pent-4-enyl 6-O-acetyl-2,3-di-O-benzyl-β-D-galactopyranoside

There total 8 articles about pent-4-enyl 6-O-acetyl-2,3-di-O-benzyl-β-D-galactopyranoside 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:

acetic anhydride (108-24-7) + Pent-4-enyl 2,3-di-O-benzyl-β-D-galactopyranoside (344550-95-4) → pent-4-enyl 6-O-acetyl-2,3-di-O-benzyl-β-D-galactopyranoside (613664-61-2)

Guidance literature:

With triethylamine; In dichloromethane;

DOI:10.1039/b006981g

Reference yield:

acetyl chloride (75-36-5) + Pent-4-enyl 2,3-di-O-benzyl-β-D-galactopyranoside (344550-95-4) → pent-4-enyl 6-O-acetyl-2,3-di-O-benzyl-β-D-galactopyranoside (613664-61-2)

Guidance literature:

With triethylamine; In dichloromethane; at 0 ℃;

DOI:10.1002/chem.200204636

Reference yield:

n-Pent-4-enyl alcohol (821-09-0) → pent-4-enyl 6-O-acetyl-2,3-di-O-benzyl-β-D-galactopyranoside (613664-61-2)

Guidance literature:

Multi-step reaction with 6 steps

1.1: BF₃*Et₂O / CH₂Cl₂ / 10 h / 20 °C

2.1: 12.5 g / NaOMe; MeOH / 2 h

3.1: 99 percent / CSA / CHCl₃ / 1.5 h / Heating

4.1: NaH / dimethylformamide / 0.5 h / 20 °C

4.2: 90 percent / Bu₄NI / dimethylformamide / 20 °C

5.1: 75 percent / PTSA; propane-1,3-diol / CH₂Cl₂; methanol / 96 h / Heating

6.1: Et₃N / CH₂Cl₂

With methanol; camphor-10-sulfonic acid; boron trifluoride diethyl etherate; sodium methylate; sodium hydride; toluene-4-sulfonic acid; triethylamine; trimethyleneglycol; In methanol; dichloromethane; chloroform; N,N-dimethyl-formamide;

DOI:10.1039/b006981g

upstream raw materials:

acetic anhydride

Pent-4-enyl 2,3-di-O-benzyl-β-D-galactopyranoside

acetyl chloride

n-Pent-4-enyl alcohol

Downstream raw materials:

pent-4-enyl 6-O-acetyl-2,3,4-tri-O-benzyl-α-D-galactopyranosyl-(1->4)-6-O-acetyl-2,3-di-O-benzyl-β-D-galactopyranoside

7-(1,3-dioxan-2-yl)-heptyl 6-O-acetyl-2,3-di-O-benzyl-α-D-galactopyranoside

Acetic acid (2R,3S,4S,5R,6S)-3-((2R,3R,4S,5S,6R)-6-acetoxymethyl-3,4-bis-benzyloxy-5-hydroxy-tetrahydro-pyran-2-yloxy)-4,5-bis-benzyloxy-6-(7-[1,3]dioxan-2-yl-heptyloxy)-tetrahydro-pyran-2-ylmethyl ester

Chloro-acetic acid (2R,3S,4S,5R,6R)-2-acetoxymethyl-6-[(2R,3S,4S,5R,6S)-2-acetoxymethyl-4,5-bis-benzyloxy-6-(7-[1,3]dioxan-2-yl-heptyloxy)-tetrahydro-pyran-3-yloxy]-4,5-bis-benzyloxy-tetrahydro-pyran-3-yl ester