methyl 3,5,6-tri-O-benzyl-4a-carba-α-D-lyxo-hexafuranosyl-2-ulose-(1->3)-2-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside

Base Information

Chemical Name:methyl 3,5,6-tri-O-benzyl-4a-carba-α-D-lyxo-hexafuranosyl-2-ulose-(1->3)-2-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside
CAS No.:1256964-44-9
Molecular Formula:C₄₉H₅₂O₁₀
Molecular Weight:800.946
Hs Code.:

Synonyms:methyl 3,5,6-tri-O-benzyl-4a-carba-α-D-lyxo-hexafuranosyl-2-ulose-(1->3)-2-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside

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Chemical Property of methyl 3,5,6-tri-O-benzyl-4a-carba-α-D-lyxo-hexafuranosyl-2-ulose-(1->3)-2-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside

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Technology Process of methyl 3,5,6-tri-O-benzyl-4a-carba-α-D-lyxo-hexafuranosyl-2-ulose-(1->3)-2-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside

There total 5 articles about methyl 3,5,6-tri-O-benzyl-4a-carba-α-D-lyxo-hexafuranosyl-2-ulose-(1->3)-2-O-benzyl-4,6-O-benzylidene-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: 68.0%

: 1256964-35-8
methyl 3,5,6-tri-O-benzyl-4a-carba-α-D-talofuranosyl-(1->3)-2-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside

: 1256964-44-9
methyl 3,5,6-tri-O-benzyl-4a-carba-α-D-lyxo-hexafuranosyl-2-ulose-(1->3)-2-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside

Guidance literature:: With oxalyl dichloride; dimethyl sulfoxide; triethylamine; In dichloromethane; at -60 - 20 ℃; Inert atmosphere;
DOI:10.3762/bjoc.6.129

Reference yield:

: 1256964-29-0
1-O-benzoyl-3,5,6-tri-O-benzyl-4a-carba-β-D-galactofuranose

: 1256964-44-9
methyl 3,5,6-tri-O-benzyl-4a-carba-α-D-lyxo-hexafuranosyl-2-ulose-(1->3)-2-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: pyridine / 20 - 50 °C

2: sodium methylate / methanol / 18 h / 20 °C

3: boron trifluoride diethyl etherate / dichloromethane / 0.08 h / 20 °C / Inert atmosphere

4: oxalyl dichloride; dimethyl sulfoxide; triethylamine / dichloromethane / -60 - 20 °C / Inert atmosphere

With pyridine; oxalyl dichloride; boron trifluoride diethyl etherate; sodium methylate; dimethyl sulfoxide; triethylamine; In methanol; dichloromethane;
DOI:10.3762/bjoc.6.129

Reference yield:

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

: 1256964-44-9
methyl 3,5,6-tri-O-benzyl-4a-carba-α-D-lyxo-hexafuranosyl-2-ulose-(1->3)-2-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1.1: di(n-butyl)tin oxide / methanol / 20 - 70 °C

1.2: 0 - 20 °C

2.1: pyridine / 20 - 50 °C

3.1: sodium methylate / methanol / 18 h / 20 °C

4.1: boron trifluoride diethyl etherate / dichloromethane / 0.08 h / 20 °C / Inert atmosphere

5.1: oxalyl dichloride; dimethyl sulfoxide; triethylamine / dichloromethane / -60 - 20 °C / Inert atmosphere

With pyridine; oxalyl dichloride; boron trifluoride diethyl etherate; sodium methylate; di(n-butyl)tin oxide; dimethyl sulfoxide; triethylamine; In methanol; dichloromethane;
DOI:10.3762/bjoc.6.129