p-[2-[N-(p-vinylbenzyl)carbamoyl]ethyl]phenyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranoside

Base Information

• Chemical Name: p-[2-[N-(p-vinylbenzyl)carbamoyl]ethyl]phenyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranoside
• CAS No.: 359686-23-0
• Molecular Formula: C₃₂H₃₇NO₁₁
• Molecular Weight: 611.646
• Mol file: 359686-23-0.mol

Synonyms:p-[2-[N-(p-vinylbenzyl)carbamoyl]ethyl]phenyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranoside

Chemical Property of p-[2-[N-(p-vinylbenzyl)carbamoyl]ethyl]phenyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of p-[2-[N-(p-vinylbenzyl)carbamoyl]ethyl]phenyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranoside

There total 5 articles about p-[2-[N-(p-vinylbenzyl)carbamoyl]ethyl]phenyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranoside 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: 73.0%

p-vinylbenzylamine (50325-49-0) + p-(2-carboxyethyl)phenyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranoside (359686-17-2) → p-[2-[N-(p-vinylbenzyl)carbamoyl]ethyl]phenyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranoside (359686-23-0)

Guidance literature:

With N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In dichloromethane; at 0 ℃; for 1h;

DOI:10.1081/CAR-100103953

Reference yield:

3-(4-hydroxyphenyl)propionic acid benzyl ester (31770-76-0) → p-[2-[N-(p-vinylbenzyl)carbamoyl]ethyl]phenyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranoside (359686-23-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 83 percent / Me₃SiOTf; molecular sieves 4 Angstroem / CH₂Cl₂ / 16 h / 20 °C

2: 97 percent / H₂ / Pd(OH)2/C / ethanol / 2 h

3: 73 percent / WSC / CH₂Cl₂ / 1 h / 0 °C

With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; hydrogen; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; palladium dihydroxide; In ethanol; dichloromethane;

DOI:10.1081/CAR-100103953

Reference yield:

D-Mannose pentaacetate (83-87-4,604-68-2,604-69-3,2152-77-4,4026-35-1,4163-59-1,4163-60-4,4163-61-5,4163-65-9,4257-94-7,4257-96-9,16299-15-3,19186-39-1,19189-55-0,25878-60-8,25941-03-1,32445-48-0,32445-49-1,32445-53-7,32445-54-8,34685-58-0,34685-59-1,43168-42-9,43168-44-1,43169-22-8,43169-25-1,66966-07-2,70749-17-6,80184-01-6,93221-01-3,93221-02-4,99630-88-3,109215-53-4,115792-70-6,115792-73-9,139894-92-1,139973-25-4,144071-49-8,147648-81-5) → p-[2-[N-(p-vinylbenzyl)carbamoyl]ethyl]phenyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranoside (359686-23-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 83 percent / Me₃SiOTf; molecular sieves 4 Angstroem / CH₂Cl₂ / 16 h / 20 °C

2: 97 percent / H₂ / Pd(OH)2/C / ethanol / 2 h

3: 73 percent / WSC / CH₂Cl₂ / 1 h / 0 °C

With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; hydrogen; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; palladium dihydroxide; In ethanol; dichloromethane;

DOI:10.1081/CAR-100103953

upstream raw materials:

p-vinylbenzylamine

p-(2-carboxyethyl)phenyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranoside

D-Mannose pentaacetate

4-hydroxyphenylpropionic acid

Downstream raw materials:

p-[2-[N-(p-vinylbenzyl)carbamoyl]ethyl]phenyl α-D-mannopyranoside