phenyl (2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-(1-3)-2-O-benzyl-α-D-thiomannopyranoside

Base Information

Chemical Name:phenyl (2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-(1-3)-2-O-benzyl-α-D-thiomannopyranoside
CAS No.:216758-72-4
Molecular Formula:C₅₃H₅₆O₁₀S
Molecular Weight:885.088
Hs Code.:

Synonyms:phenyl (2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-(1-3)-2-O-benzyl-α-D-thiomannopyranoside

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Chemical Property of phenyl (2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-(1-3)-2-O-benzyl-α-D-thiomannopyranoside

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Technology Process of phenyl (2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-(1-3)-2-O-benzyl-α-D-thiomannopyranoside

There total 5 articles about phenyl (2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-(1-3)-2-O-benzyl-α-D-thiomannopyranoside 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:

: 216758-65-5
phenyl (2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-(1-3)-2-O-benzyl-4,6-O-benzylidene-α-D-thiomannopyranoside

: 216758-72-4
phenyl (2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-(1-3)-2-O-benzyl-α-D-thiomannopyranoside

Guidance literature:: With tin chloride dihydrate; In dichloromethane; at 20 ℃; for 36h;
DOI:10.1080/07328309808001894

Reference yield:

: 2936-70-1,5624-48-6,13992-15-9,16758-34-2,28244-97-5,77481-63-1,105088-17-3,149495-84-1,77481-62-0
(2R,3S,4S,5S,6R)-2-Hydroxymethyl-6-phenylsulfanyl-tetrahydro-pyran-3,4,5-triol

: 216758-72-4
phenyl (2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-(1-3)-2-O-benzyl-α-D-thiomannopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1.1: 69 percent / tetrafluoroboric acid / diethyl ether; dimethylformamide / 3 h / 20 °C

2.1: dibutyltin oxide / toluene / 4 h / Heating

2.2: 81 percent / tetrabutylammonium iodide / toluene / 5 h / Heating

3.1: 90 percent / NaH; tetrabutylammonium iodide / dimethylformamide / 48 h / 20 °C

4.1: 86 percent / 2,3-dichloro-5,6-dicyano-1,4-benzoquinone / CH₂Cl₂; H₂O / 24 h / 20 °C

5.1: CF₃SO₃Ag; sym-collidine / CH₂Cl₂

6.1: tin chloride dihydrate / CH₂Cl₂ / 36 h / 20 °C

With 2,4,6-trimethyl-pyridine; tetrafluoroboric acid; tin chloride dihydrate; silver trifluoromethanesulfonate; tetra-(n-butyl)ammonium iodide; sodium hydride; di(n-butyl)tin oxide; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In diethyl ether; dichloromethane; water; N,N-dimethyl-formamide; toluene; 1.1: Etherification / 2.1: Addition / 2.2: Alkylation / 3.1: Alkylation / 4.1: Hydrolysis / 5.1: Condensation / 6.1: Hydrolysis;
DOI:10.1080/07328309808001894

Reference yield:

: 158716-08-6
phenyl 4,6-O-benzylidene-2-O-benzyl-1-deoxy-1-thio-α-D-mannopyranoside

: 216758-72-4
phenyl (2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-(1-3)-2-O-benzyl-α-D-thiomannopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: CF₃SO₃Ag; sym-collidine / CH₂Cl₂

2: tin chloride dihydrate / CH₂Cl₂ / 36 h / 20 °C

With 2,4,6-trimethyl-pyridine; tin chloride dihydrate; silver trifluoromethanesulfonate; In dichloromethane; 1: Condensation / 2: Hydrolysis;
DOI:10.1080/07328309808001894