3,5,6-tri-O-benzyl-4a-carba-β-D-galactofuranosyl-(1->5)-1,2,3,6-tetra-O-benzyl-4a-carba-β-D-galactofuranose

Base Information

Chemical Name:3,5,6-tri-O-benzyl-4a-carba-β-D-galactofuranosyl-(1->5)-1,2,3,6-tetra-O-benzyl-4a-carba-β-D-galactofuranose
CAS No.:1187445-10-8
Molecular Formula:C₆₃H₆₈O₉
Molecular Weight:969.228
Hs Code.:

Synonyms:3,5,6-tri-O-benzyl-4a-carba-β-D-galactofuranosyl-(1->5)-1,2,3,6-tetra-O-benzyl-4a-carba-β-D-galactofuranose

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Chemical Property of 3,5,6-tri-O-benzyl-4a-carba-β-D-galactofuranosyl-(1->5)-1,2,3,6-tetra-O-benzyl-4a-carba-β-D-galactofuranose

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Technology Process of 3,5,6-tri-O-benzyl-4a-carba-β-D-galactofuranosyl-(1->5)-1,2,3,6-tetra-O-benzyl-4a-carba-β-D-galactofuranose

There total 8 articles about 3,5,6-tri-O-benzyl-4a-carba-β-D-galactofuranosyl-(1->5)-1,2,3,6-tetra-O-benzyl-4a-carba-β-D-galactofuranose 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: 55.0%

: 1187444-83-2
1,2-anhydro-3,5,6-tri-O-benzyl-4a-carba-α-D-galactofuranose

: 1187444-88-7
1,2,3,6-tetra-O-benzyl-4a-carba-β-D-galactofuranose

: 1187445-10-8
3,5,6-tri-O-benzyl-4a-carba-β-D-galactofuranosyl-(1->5)-1,2,3,6-tetra-O-benzyl-4a-carba-β-D-galactofuranose

Guidance literature:: With boron trifluoride diethyl etherate; In dichloromethane; at 20 ℃; regioselective reaction; Inert atmosphere;
DOI:10.1016/j.tetlet.2009.06.115

Reference yield:

: 1005004-09-0
3,5,6-tri-O-benzyl-4a-carba-β-D-galactofuranose

: 1187445-10-8
3,5,6-tri-O-benzyl-4a-carba-β-D-galactofuranosyl-(1->5)-1,2,3,6-tetra-O-benzyl-4a-carba-β-D-galactofuranose

Guidance literature:: Multi-step reaction with 2 steps

1: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere

2: boron trifluoride diethyl etherate / dichloromethane / 0.17 h / 20 °C / Inert atmosphere

With di-isopropyl azodicarboxylate; boron trifluoride diethyl etherate; triphenylphosphine; In tetrahydrofuran; dichloromethane; 1: intramolecular Mitsunobu reaction;
DOI:10.1002/ejoc.201001380

Reference yield:

: 100-39-0
benzyl bromide

: 1187445-10-8
3,5,6-tri-O-benzyl-4a-carba-β-D-galactofuranosyl-(1->5)-1,2,3,6-tetra-O-benzyl-4a-carba-β-D-galactofuranose

Guidance literature:: Multi-step reaction with 2 steps

1.1: di(n-butyl)tin oxide / methanol / 1 h / 60 °C / Inert atmosphere

1.2: 18 h / 20 °C / Inert atmosphere

2.1: boron trifluoride diethyl etherate / dichloromethane / 0.17 h / 20 °C / Inert atmosphere

With boron trifluoride diethyl etherate; di(n-butyl)tin oxide; In methanol; dichloromethane;
DOI:10.1002/ejoc.201001380