benzyl 3,4,6-tri-O-benzyl-2-O-(3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-α-D-mannopyranoside

Base Information

Chemical Name:benzyl 3,4,6-tri-O-benzyl-2-O-(3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-α-D-mannopyranoside
CAS No.:82703-50-2
Molecular Formula:C₆₁H₆₄O₁₁
Molecular Weight:973.173
Hs Code.:

Synonyms:benzyl 3,4,6-tri-O-benzyl-2-O-(3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-α-D-mannopyranoside

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Chemical Property of benzyl 3,4,6-tri-O-benzyl-2-O-(3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-α-D-mannopyranoside

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Technology Process of benzyl 3,4,6-tri-O-benzyl-2-O-(3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-α-D-mannopyranoside

There total 8 articles about benzyl 3,4,6-tri-O-benzyl-2-O-(3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-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: 92.0%

: 82703-49-9
benzyl 2-O-(2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-3,4,6-tri-O-benzyl-α-D-mannopyranoside

: 82703-50-2
benzyl 3,4,6-tri-O-benzyl-2-O-(3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-α-D-mannopyranoside

Guidance literature:: benzyl 2-O-(2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-3,4,6-tri-O-benzyl-α-D-mannopyranoside; With sodium methylate; In methanol; at 20 ℃; for 3h; Inert atmosphere;

In methanol; for 0.166667h; Inert atmosphere;
DOI:10.1039/c1cc12981c

Reference yield:

: 88293-80-5,142184-40-5,144301-88-2,4258-14-4
3,4,6-tri-O-acetyl-1,2-O-(1-benzyloxyethylidene)-β-D-mannopyranose

: 82703-50-2
benzyl 3,4,6-tri-O-benzyl-2-O-(3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) NaOMe, 2.) NaH / 1.) MeOH

2: 92 g / HgBr₂ / 9 h / 140 °C

3: 55 g / NaOMe / tetrahydrofuran; methanol / 4 h / 15 - 20 °C

4: 85 percent / molecular sieves 4 Angstroem, AgOSO₂CF₃ / 1,2-dichloro-ethane / 1.) -30 deg C; 2.) 20 deg C, 1 h

5: 76 percent / NaOMe / tetrahydrofuran; methanol / 2 h / 20 °C

With 4 A molecular sieve; sodium methylate; silver trifluoromethanesulfonate; sodium hydride; mercury dibromide; sodium methylate; In tetrahydrofuran; methanol; 1,2-dichloro-ethane;
DOI:10.1016/S0008-6215(00)82588-4

Reference yield:

: 65827-59-0
2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl chloride

: 82703-50-2
benzyl 3,4,6-tri-O-benzyl-2-O-(3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 85 percent / molecular sieves 4 Angstroem, AgOSO₂CF₃ / 1,2-dichloro-ethane / 1.) -30 deg C; 2.) 20 deg C, 1 h

2: 76 percent / NaOMe / tetrahydrofuran; methanol / 2 h / 20 °C

With 4 A molecular sieve; silver trifluoromethanesulfonate; sodium methylate; In tetrahydrofuran; methanol; 1,2-dichloro-ethane;
DOI:10.1016/S0008-6215(00)82588-4