n-4-pentenyl 3,4,6-tri-O-benzyl-2-O-pivaloyl-β-D-galactopyranosyl-(1->4)-3,6-di-O-benzyl-α-D-mannopyranoside

Base Information

• Chemical Name: n-4-pentenyl 3,4,6-tri-O-benzyl-2-O-pivaloyl-β-D-galactopyranosyl-(1->4)-3,6-di-O-benzyl-α-D-mannopyranoside
• CAS No.: 351011-73-9
• Molecular Formula: C₅₇H₆₈O₁₂
• Molecular Weight: 945.16
• Mol file: 351011-73-9.mol

Synonyms:n-4-pentenyl 3,4,6-tri-O-benzyl-2-O-pivaloyl-β-D-galactopyranosyl-(1->4)-3,6-di-O-benzyl-α-D-mannopyranoside

Chemical Property of n-4-pentenyl 3,4,6-tri-O-benzyl-2-O-pivaloyl-β-D-galactopyranosyl-(1->4)-3,6-di-O-benzyl-α-D-mannopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of n-4-pentenyl 3,4,6-tri-O-benzyl-2-O-pivaloyl-β-D-galactopyranosyl-(1->4)-3,6-di-O-benzyl-α-D-mannopyranoside

There total 14 articles about n-4-pentenyl 3,4,6-tri-O-benzyl-2-O-pivaloyl-β-D-galactopyranosyl-(1->4)-3,6-di-O-benzyl-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: 90.0%

n-4-pentenyl 3,4,6-tri-O-benzyl-2-O-pivaloyl-β-D-galactopyranosyl-(1->4)-2-O-benzoyl-3,6-di-O-benzyl-α-D-mannopyranoside (351011-61-5) → n-4-pentenyl 3,4,6-tri-O-benzyl-2-O-pivaloyl-β-D-galactopyranosyl-(1->4)-3,6-di-O-benzyl-α-D-mannopyranoside (351011-73-9)

Guidance literature:

With sodium methylate; In methanol; dichloromethane; at 20 ℃; for 1h;

DOI:10.1021/jo015521z

Reference yield: 79.0%

2,2-Dimethyl-propionic acid (2S,3R,4S,5S,6R)-2-((2R,3R,4S,5S,6S)-5-acetoxy-4-benzyloxy-2-benzyloxymethyl-6-pent-4-enyloxy-tetrahydro-pyran-3-yloxy)-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-3-yl ester → n-4-pentenyl 3,4,6-tri-O-benzyl-2-O-pivaloyl-β-D-galactopyranosyl-(1->4)-3,6-di-O-benzyl-α-D-mannopyranoside (351011-73-9)

Guidance literature:

With sodium methylate; In methanol;

DOI:10.1002/hlca.200390331

Reference yield:

n-pentenyl-2-O-acetyl-3,6-di-O-benzyl-α-D-mannopyranoside (383367-66-6) → n-4-pentenyl 3,4,6-tri-O-benzyl-2-O-pivaloyl-β-D-galactopyranosyl-(1->4)-3,6-di-O-benzyl-α-D-mannopyranoside (351011-73-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / TMSOTf

2: 79 percent / NaOMe / methanol

With trimethylsilyl trifluoromethanesulfonate; sodium methylate; In methanol;

DOI:10.1002/hlca.200390331

upstream raw materials:

n-4-pentenyl 3,4,6-tri-O-benzyl-2-O-pivaloyl-β-D-galactopyranosyl-(1->4)-2-O-benzoyl-3,6-di-O-benzyl-α-D-mannopyranoside

n-pentenyl-2-O-acetyl-3,6-di-O-benzyl-α-D-mannopyranoside

n-pentenyl 2-O-acetyl-3,6-di-O-benzyl-4-O-levulinate-α-D-mannopyranoside

2-O-acetyl-3,6-di-O-benzyl-4-O-levulinate-α-D-mannopyranoside trichloroacetimidate

Downstream raw materials:

n-4-pentenyl (2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-(1->2)-[(3,4,6-tri-O-benzyl-2-O-pivaloyl-β-D-galactopyranosyl)-(1->4)]-3,6-di-O-benzyl-α-D-mannopyranoside