phenylmethyl 2,3,4-triacetyl-β-D-fucopyranoside

Base Information

• Chemical Name: phenylmethyl 2,3,4-triacetyl-β-D-fucopyranoside
• CAS No.: 482648-35-1
• Molecular Formula: C₁₉H₂₄O₈
• Molecular Weight: 380.395
• Mol file: 482648-35-1.mol

Synonyms:phenylmethyl 2,3,4-triacetyl-β-D-fucopyranoside

Chemical Property of phenylmethyl 2,3,4-triacetyl-β-D-fucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of phenylmethyl 2,3,4-triacetyl-β-D-fucopyranoside

There total 3 articles about phenylmethyl 2,3,4-triacetyl-β-D-fucopyranoside 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: 60.0%

2,3,4-tri-O-acetyl-D-fucopyranosyl bromide (5158-64-5,14227-85-1,16741-27-8,24877-07-4,36807-84-8,39524-38-4,41881-45-2,60978-06-5,69483-13-2,69980-52-5,75247-28-8,75247-29-9,80483-13-2,80483-14-3,89301-86-0,96648-29-2,108942-35-4,108942-38-7,138514-69-9,24404-52-2) + benzyl alcohol (100-51-6,185532-71-2) → phenylmethyl 2,3,4-triacetyl-β-D-fucopyranoside (482648-35-1)

Guidance literature:

With 3 A molecular sieve; silver carbonate; In dichloromethane; at 20 ℃; for 24h;

DOI:10.1023/A:1020296922224

Reference yield:

D-Fucose (73-34-7,87-96-7,488-79-9,551-63-3,609-01-8,643-17-4,643-18-5,4164-09-4,6014-42-2,6155-36-8,6189-71-5,6696-41-9,6736-43-2,13224-93-6,22611-09-2,28161-49-1,28161-50-4,28161-52-6,45864-36-6,63814-64-2,71116-59-1,71116-61-5,72598-05-1,87936-88-7,87936-89-8,97466-79-0,116908-82-8,120442-60-6,123484-22-0,133576-32-6) → phenylmethyl 2,3,4-triacetyl-β-D-fucopyranoside (482648-35-1)

Guidance literature:

Multi-step reaction with 3 steps

1: Et₃N; DMAP / CH₂Cl₂ / 4 h / 5 °C

2: 33 percent / HBr; acetic anhydride / 4 h / 0 °C

3: 60 percent / silver carbonate; molecular sieves 3 Angstroem / CH₂Cl₂ / 24 h / 20 °C

With dmap; 3 A molecular sieve; hydrogen bromide; acetic anhydride; triethylamine; silver carbonate; In dichloromethane; 3: Koenigs-Knorr reaction;

DOI:10.1023/A:1020296922224

Reference yield:

1,2,3,4-tetra-O-acetyl-D-fucopyranose (51921-33-6) → phenylmethyl 2,3,4-triacetyl-β-D-fucopyranoside (482648-35-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 33 percent / HBr; acetic anhydride / 4 h / 0 °C

2: 60 percent / silver carbonate; molecular sieves 3 Angstroem / CH₂Cl₂ / 24 h / 20 °C

With 3 A molecular sieve; hydrogen bromide; acetic anhydride; silver carbonate; In dichloromethane; 2: Koenigs-Knorr reaction;

DOI:10.1023/A:1020296922224

upstream raw materials:

2,3,4-tri-O-acetyl-D-fucopyranosyl bromide

benzyl alcohol

D-Fucose

1,2,3,4-tetra-O-acetyl-D-fucopyranose