phenyl 3,4,6-tri-O-benzyl-2-O-<6-O-benzyl-2-deoxy-2-phthalimido-3-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-β-D-glucopyranosyl>-1-thio-α-D-mannopyranoside

Base Information

Chemical Name:phenyl 3,4,6-tri-O-benzyl-2-O-<6-O-benzyl-2-deoxy-2-phthalimido-3-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-β-D-glucopyranosyl>-1-thio-α-D-mannopyranoside
CAS No.:169049-01-8
Molecular Formula:C₈₁H₈₁NO₁₅S
Molecular Weight:1340.6
Hs Code.:

phenyl 3,4,6-tri-O-benzyl-2-O-<6-O-benzyl-2-deoxy-2-phthalimido-3-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-β-D-glucopyranosyl>-1-thio-α-D-mannopyranoside

Synonyms:phenyl 3,4,6-tri-O-benzyl-2-O-<6-O-benzyl-2-deoxy-2-phthalimido-3-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-β-D-glucopyranosyl>-1-thio-α-D-mannopyranoside

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Chemical Property of phenyl 3,4,6-tri-O-benzyl-2-O-<6-O-benzyl-2-deoxy-2-phthalimido-3-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-β-D-glucopyranosyl>-1-thio-α-D-mannopyranoside

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Technology Process of phenyl 3,4,6-tri-O-benzyl-2-O-<6-O-benzyl-2-deoxy-2-phthalimido-3-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-β-D-glucopyranosyl>-1-thio-α-D-mannopyranoside

There total 6 articles about phenyl 3,4,6-tri-O-benzyl-2-O-<6-O-benzyl-2-deoxy-2-phthalimido-3-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-β-D-glucopyranosyl>-1-thio-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: 78.0%

: phenyl 3,4,6-tri-O-benzyl-2-O-<4,6-O-benzylidene-2-deoxy-2-phthalimido-3-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-β-D-glucopyranosyl>-1-thio-α-D-mannopyranoside

: 169049-01-8
phenyl 3,4,6-tri-O-benzyl-2-O-<6-O-benzyl-2-deoxy-2-phthalimido-3-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-β-D-glucopyranosyl>-1-thio-α-D-mannopyranoside

Guidance literature:: With aluminium trichloride; trimethylamine-borane; In tetrahydrofuran; at 60 ℃; for 18h;
DOI:10.1016/0957-4166(95)00146-G

Reference yield:

: 99409-33-3
ethyl 4,6-O-benzylidene-2-deoxy-2-N-phthalamido-1-thio-β-Dglucopyranoside

: 169049-01-8
phenyl 3,4,6-tri-O-benzyl-2-O-<6-O-benzyl-2-deoxy-2-phthalimido-3-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-β-D-glucopyranosyl>-1-thio-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 95 percent / TMSOTf / diethyl ether / 1 h / -25 °C

2: 81 percent / methyl triflate / diethyl ether / 72 h / Ambient temperature

3: 78 percent / AlCl₃, Me₃N*BH₃ / tetrahydrofuran / 18 h / 60 °C

With aluminium trichloride; trimethylsilyl trifluoromethanesulfonate; trimethylamine-borane; methyl trifluoromethanesulfonate; In tetrahydrofuran; diethyl ether;
DOI:10.1016/0957-4166(95)00146-G

Reference yield:

: 138181-67-6,127299-78-9
phenyl 2-O-acetyl-3,4,6-tri-O-benzyl-1-thio-α-D-mannopyranoside

: 169049-01-8
phenyl 3,4,6-tri-O-benzyl-2-O-<6-O-benzyl-2-deoxy-2-phthalimido-3-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-β-D-glucopyranosyl>-1-thio-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 97 percent / CH₃ONa / methanol; CH₂Cl₂ / 6 h / Ambient temperature

2: 81 percent / methyl triflate / diethyl ether / 72 h / Ambient temperature

3: 78 percent / AlCl₃, Me₃N*BH₃ / tetrahydrofuran / 18 h / 60 °C

With aluminium trichloride; trimethylamine-borane; sodium methylate; methyl trifluoromethanesulfonate; In tetrahydrofuran; methanol; diethyl ether; dichloromethane;
DOI:10.1016/0957-4166(95)00146-G