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

Base Information

Chemical Name: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
CAS No.:157253-29-7
Molecular Formula:C₆₁H₆₈Br₂O₁₂
Molecular Weight:1153.01
Hs Code.:

Synonyms: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

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Chemical Property of 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

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Technology Process of 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

There total 5 articles about 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 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%

: 143706-45-0
4-penten-1-yl 2-O-acetyl-2,3,6-tri-O-benzyl-α-D-glucopyranoside

: 143706-46-1
4,5-dibromopentanyl 3,4,6-tri-O-benzyl-α-D-mannopyranoside

: 157253-29-7
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

Guidance literature:: With N-iodo-succinimide; triethylsilyl trifluoromethyl sulfonate; In dichloromethane; for 0.05h;
DOI:10.1021/jo00095a020

Reference yield: 62.0%

: 143706-45-0
4-penten-1-yl 2-O-acetyl-2,3,6-tri-O-benzyl-α-D-glucopyranoside

: Acetic acid (2S,3S,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-(4,5-dibromo-pentyloxy)-tetrahydro-pyran-3-yl ester

: 157253-29-7
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

Guidance literature:: With N-iodo-succinimide; triethylsilyl trifluoromethyl sulfonate; In dichloromethane;
DOI:10.1021/ja00047a080

Reference yield:

: 821-09-0
n-Pent-4-enyl alcohol

: 157253-29-7
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

Guidance literature:: Multi-step reaction with 4 steps

1: 62 percent / molecular sieves 4 Angstroem, AgOTf / CH₂Cl₂ / 2 h

2: K₂CO₃ / methanol / 1.5 h

3: Br₂, Et₄NBr / CH₂Cl₂

4: 90 percent / NIS, Et₃SiOTf / CH₂Cl₂ / 0.05 h

With N-iodo-succinimide; 4 A molecular sieve; tetraethylammonium bromide; bromine; triethylsilyl trifluoromethyl sulfonate; silver trifluoromethanesulfonate; potassium carbonate; In methanol; dichloromethane;
DOI:10.1021/jo00095a020