5'-hydroxypentyl 2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl-(1->3)-2-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside

Base Information

Chemical Name:5'-hydroxypentyl 2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl-(1->3)-2-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside
CAS No.:618119-00-9
Molecular Formula:C₅₉H₆₆O₁₂
Molecular Weight:967.166
Hs Code.:

Synonyms:5'-hydroxypentyl 2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl-(1->3)-2-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside

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Chemical Property of 5'-hydroxypentyl 2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl-(1->3)-2-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside

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Technology Process of 5'-hydroxypentyl 2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl-(1->3)-2-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside

There total 8 articles about 5'-hydroxypentyl 2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl-(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: 52.0%

: 620166-96-3
pent-4'-enyl 2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl-(1->3)-2-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside

: 618119-00-9
5'-hydroxypentyl 2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl-(1->3)-2-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside

Guidance literature:: pent-4'-enyl 2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl-(1->3)-2-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside; With 9-borabicyclo[3.3.1]nonane dimer; In tetrahydrofuran; toluene; at 50 ℃; for 18h;

With sodium hydroxide; dihydrogen peroxide; for 12h;
DOI:10.1016/S0008-6215(03)00255-6

Reference yield:

: 38184-10-0
phenyl 2,3,4,5-tetra-O-benzyl-1-thio-β-D-glucopyranoside

: 618119-00-9
5'-hydroxypentyl 2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl-(1->3)-2-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1.1: 58 percent / 4 Angstroem molecular sieves; MeOTf / diethyl ether / 19 h / 20 °C

2.1: 9-BBN / toluene; tetrahydrofuran / 18 h / 50 °C

2.2: 52 percent / aq. H₂O₂; aq. NaOH / 12 h

With 9-borabicyclo[3.3.1]nonane dimer; 4 A molecular sieve; methyl trifluoromethanesulfonate; In tetrahydrofuran; diethyl ether; toluene;
DOI:10.1016/S0008-6215(03)00255-6

Reference yield:

: 7296-15-3
alpha-D-mannopyranoside

: 618119-00-9
5'-hydroxypentyl 2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl-(1->3)-2-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1.1: 61 percent / CSA / 20 h / 100 °C

2.1: 52 percent / CSA / dimethylformamide / 5.5 h / 65 °C / 195.02 - 210.02 Torr

3.1: 45 percent / Bu₄NHSO₄; NaOH / CH₂Cl₂; H₂O / 24 h / 41 °C

4.1: 58 percent / 4 Angstroem molecular sieves; MeOTf / diethyl ether / 19 h / 20 °C

5.1: 9-BBN / toluene; tetrahydrofuran / 18 h / 50 °C

5.2: 52 percent / aq. H₂O₂; aq. NaOH / 12 h

With sodium hydroxide; 9-borabicyclo[3.3.1]nonane dimer; 4 A molecular sieve; camphor-10-sulfonic acid; tetra(n-butyl)ammonium hydrogensulfate; methyl trifluoromethanesulfonate; In tetrahydrofuran; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide; toluene;
DOI:10.1016/S0008-6215(03)00255-6