[9-O-tert-butyldiphenylsilyl-4-nonenyl]6-O-(2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl)-α-D-mannopyranoside

Base Information

Chemical Name:[9-O-tert-butyldiphenylsilyl-4-nonenyl]6-O-(2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl)-α-D-mannopyranoside
CAS No.:1404068-03-6
Molecular Formula:C₆₅H₇₂O₁₆Si
Molecular Weight:1137.36
Hs Code.:

Synonyms:[9-O-tert-butyldiphenylsilyl-4-nonenyl]6-O-(2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl)-α-D-mannopyranoside

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Chemical Property of [9-O-tert-butyldiphenylsilyl-4-nonenyl]6-O-(2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl)-α-D-mannopyranoside

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Technology Process of [9-O-tert-butyldiphenylsilyl-4-nonenyl]6-O-(2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl)-α-D-mannopyranoside

There total 5 articles about [9-O-tert-butyldiphenylsilyl-4-nonenyl]6-O-(2,3,4,6-tetra-O-benzoyl-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: 39.0%

: 1404067-95-3
[9-O-tert-butyldiphenylsilyl-4-nonenyl]-1-α-D-mannopyranoside

: 123487-55-8
3,4,6-tri-O-benzoyl-β-D-mannopyranose 1,2-(pent-4-enyl orthobenzoate)

: 1404068-03-6
[9-O-tert-butyldiphenylsilyl-4-nonenyl]6-O-(2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl)-α-D-mannopyranoside

: 1404068-15-0
[9-O-tert-butyldiphenylsilyl-4-nonenyl]3,6-di-O-(2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl)-α-D-mannopyranoside

Guidance literature:: With N-iodo-succinimide; boron trifluoride diethyl etherate; In dichloromethane; at 0 ℃; for 0.166667h; regioselective reaction;
DOI:10.1039/c2ob26432c

Reference yield: 13.0%

: 1404067-95-3
[9-O-tert-butyldiphenylsilyl-4-nonenyl]-1-α-D-mannopyranoside

: 123487-55-8
3,4,6-tri-O-benzoyl-β-D-mannopyranose 1,2-(pent-4-enyl orthobenzoate)

: 1404068-03-6
[9-O-tert-butyldiphenylsilyl-4-nonenyl]6-O-(2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl)-α-D-mannopyranoside

Guidance literature:: With N-iodo-succinimide; ytterbium(III) triflate; In dichloromethane; at 10 ℃; for 1h; regioselective reaction;
DOI:10.1039/c2ob26432c

Reference yield:

: 185999-07-9
tert-butyl(hex-5-enyloxy)diphenylsilane

: 1404068-03-6
[9-O-tert-butyldiphenylsilyl-4-nonenyl]6-O-(2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl)-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1.1: Grubbs catalyst first generation / dichloromethane / 12 h / Inert atmosphere; Reflux

2.1: sodium methylate / methanol; tetrahydrofuran

2.2: Amberlite IR-120

3.1: N-iodo-succinimide; ytterbium(III) triflate / dichloromethane / 1 h / 10 °C

With Grubbs catalyst first generation; N-iodo-succinimide; sodium methylate; ytterbium(III) triflate; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1039/c2ob26432c