4-penten-1-yl 2-O-acetyl-2,3,6-tri-O-benzyl-α-D-glucopyranoside

Base Information

• Chemical Name: 4-penten-1-yl 2-O-acetyl-2,3,6-tri-O-benzyl-α-D-glucopyranoside
• CAS No.: 143706-45-0
• Molecular Formula: C₃₄H₄₀O₇
• Molecular Weight: 560.687
• Mol file: 143706-45-0.mol

Synonyms:4-penten-1-yl 2-O-acetyl-2,3,6-tri-O-benzyl-α-D-glucopyranoside

Chemical Property of 4-penten-1-yl 2-O-acetyl-2,3,6-tri-O-benzyl-α-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-penten-1-yl 2-O-acetyl-2,3,6-tri-O-benzyl-α-D-glucopyranoside

There total 7 articles about 4-penten-1-yl 2-O-acetyl-2,3,6-tri-O-benzyl-α-D-glucopyranoside 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: 100.0%

8-O-benzyl-4-(Z)-octenyl-2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranoside (253683-23-7) → 4-penten-1-yl 2-O-acetyl-2,3,6-tri-O-benzyl-α-D-glucopyranoside (143706-45-0)

Guidance literature:

With ethene; Grubbs catalyst first generation; In dichloromethane; at 20 ℃; for 36h;

DOI:10.1021/ol991071+

Reference yield: 92.0%

Acetic acid (2S,3S,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-(4,5-dibromo-pentyloxy)-tetrahydro-pyran-3-yl ester → 4-penten-1-yl 2-O-acetyl-2,3,6-tri-O-benzyl-α-D-glucopyranoside (143706-45-0)

Guidance literature:

With tetra-(n-butyl)ammonium iodide; zinc; In ethanol; for 48h;

DOI:10.1080/07328309608005425

Reference yield: 62.0%

n-Pent-4-enyl alcohol (821-09-0) + 2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl chloride (65827-59-0) → 4-penten-1-yl 2-O-acetyl-2,3,6-tri-O-benzyl-α-D-glucopyranoside (143706-45-0)

Guidance literature:

With 4 A molecular sieve; silver trifluoromethanesulfonate; In dichloromethane; for 2h;

DOI:10.1021/jo00095a020

upstream raw materials:

n-Pent-4-enyl alcohol

2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl chloride

(3aS,5R,6R,7S,7aS)-6,7-Bis-benzyloxy-5-benzyloxymethyl-2-methyl-2-pent-4-enyloxy-tetrahydro-[1,3]dioxolo[4,5-b]pyran

8-O-benzyl-4-(Z)-octenyl-2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranoside

Downstream raw materials:

Chloro-acetic acid (2R,3R,4S,5S,6S)-4-((2R,3S,4S,5R,6R)-3-acetoxy-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-3,5-bis-benzyloxy-6-(4,5-dibromo-pentyloxy)-tetrahydro-pyran-2-ylmethyl ester

Dibromopentanyl O-(2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-(1->2)-3,4,6-tri-O-benzyl-α-D-mannopyranoside

Dibromopentanyl O-(2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-(1->3)-O-<(2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl-(1->6)>-2,4-di-O-benzyl-α-D-mannopyranoside

Dibromopentanyl O-(2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-(1->2)-O-(3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-(1->2)-3,4,6-tri-O-benzyl-α-D-mannopyranoside