methyl 6-C-(2,6-anhydro-3,4,5,7-tetra-O-benzyl-1-deoxy-β-D-glycero-L-manno-heptitol-1-yl)-2,3,4-tri-O-benzyl-6-deoxy-β-D-galactopyranoside

Base Information

Chemical Name:methyl 6-C-(2,6-anhydro-3,4,5,7-tetra-O-benzyl-1-deoxy-β-D-glycero-L-manno-heptitol-1-yl)-2,3,4-tri-O-benzyl-6-deoxy-β-D-galactopyranoside
CAS No.:220886-37-3
Molecular Formula:C₆₃H₆₈O₁₀
Molecular Weight:985.227
Hs Code.:

Synonyms:methyl 6-C-(2,6-anhydro-3,4,5,7-tetra-O-benzyl-1-deoxy-β-D-glycero-L-manno-heptitol-1-yl)-2,3,4-tri-O-benzyl-6-deoxy-β-D-galactopyranoside

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Chemical Property of methyl 6-C-(2,6-anhydro-3,4,5,7-tetra-O-benzyl-1-deoxy-β-D-glycero-L-manno-heptitol-1-yl)-2,3,4-tri-O-benzyl-6-deoxy-β-D-galactopyranoside

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Technology Process of methyl 6-C-(2,6-anhydro-3,4,5,7-tetra-O-benzyl-1-deoxy-β-D-glycero-L-manno-heptitol-1-yl)-2,3,4-tri-O-benzyl-6-deoxy-β-D-galactopyranoside

There total 5 articles about methyl 6-C-(2,6-anhydro-3,4,5,7-tetra-O-benzyl-1-deoxy-β-D-glycero-L-manno-heptitol-1-yl)-2,3,4-tri-O-benzyl-6-deoxy-β-D-galactopyranoside 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: 93.0%

: 220886-36-2
methyl 2,3,4-tri-O-benzyl-6,7-dideoxy-7-C-(2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl)-β-D-galacto-hept-6-ynopyranoside

: 220886-37-3
methyl 6-C-(2,6-anhydro-3,4,5,7-tetra-O-benzyl-1-deoxy-β-D-glycero-L-manno-heptitol-1-yl)-2,3,4-tri-O-benzyl-6-deoxy-β-D-galactopyranoside

Guidance literature:: With hydrogen; platinum(IV) oxide; In ethyl acetate; under 760 Torr;
DOI:10.1002/(sici)1099-0690(199902)1999:2<471::aid-ejoc471>3.0.co;2-2

Reference yield:

: 40653-32-5,641635-63-4
methyl 2,3,4-tri-O-benzyl-β-D-galactopyranoside

: 220886-37-3
methyl 6-C-(2,6-anhydro-3,4,5,7-tetra-O-benzyl-1-deoxy-β-D-glycero-L-manno-heptitol-1-yl)-2,3,4-tri-O-benzyl-6-deoxy-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 84 percent / pyridinium chlorochromate, 4 Angstroem MS / CH₂Cl₂ / 2 h / Ambient temperature

2: 87 percent / triphenylphosphane / CH₂Cl₂ / 2 h / 0 °C

3: 1.) BuLi / 1.) hexane, THF, -10 deg C, 1.5 h, 2.) hexane, THF, -78 deg C to r.t., then 1.5 h, r.t.

4: 82 percent / triethylsilane, BF₃*Et₂O / CH₂Cl₂; acetonitrile

5: 93 percent / H₂ / PtO₂ / ethyl acetate / 760 Torr

With triethylsilane; n-butyllithium; 4 Angstroem MS; boron trifluoride diethyl etherate; hydrogen; triphenylphosphine; pyridinium chlorochromate; platinum(IV) oxide; In dichloromethane; ethyl acetate; acetonitrile;
DOI:10.1002/(sici)1099-0690(199902)1999:2<471::aid-ejoc471>3.0.co;2-2

Reference yield:

: 117305-40-5
methyl 2,3,4-tri-O-benzyl-β-D-galacto-hexodialdo-1,5-pyranoside

: 220886-37-3
methyl 6-C-(2,6-anhydro-3,4,5,7-tetra-O-benzyl-1-deoxy-β-D-glycero-L-manno-heptitol-1-yl)-2,3,4-tri-O-benzyl-6-deoxy-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 87 percent / triphenylphosphane / CH₂Cl₂ / 2 h / 0 °C

2: 1.) BuLi / 1.) hexane, THF, -10 deg C, 1.5 h, 2.) hexane, THF, -78 deg C to r.t., then 1.5 h, r.t.

3: 82 percent / triethylsilane, BF₃*Et₂O / CH₂Cl₂; acetonitrile

4: 93 percent / H₂ / PtO₂ / ethyl acetate / 760 Torr

With triethylsilane; n-butyllithium; boron trifluoride diethyl etherate; hydrogen; triphenylphosphine; platinum(IV) oxide; In dichloromethane; ethyl acetate; acetonitrile;
DOI:10.1002/(sici)1099-0690(199902)1999:2<471::aid-ejoc471>3.0.co;2-2