3,4,6-tri-O-benzyl-2-O-(2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl)-α-D-mannopyranosyl chloride

Base Information

Chemical Name:3,4,6-tri-O-benzyl-2-O-(2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl)-α-D-mannopyranosyl chloride
CAS No.:97576-77-7
Molecular Formula:C₆₁H₆₃ClO₁₀
Molecular Weight:991.618
Hs Code.:

Synonyms:3,4,6-tri-O-benzyl-2-O-(2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl)-α-D-mannopyranosyl chloride

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Chemical Property of 3,4,6-tri-O-benzyl-2-O-(2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl)-α-D-mannopyranosyl chloride

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Technology Process of 3,4,6-tri-O-benzyl-2-O-(2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl)-α-D-mannopyranosyl chloride

There total 7 articles about 3,4,6-tri-O-benzyl-2-O-(2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl)-α-D-mannopyranosyl chloride 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: 83.0%

: 97576-84-6
3,4,6-tri-O-benzyl-2-O-(2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl)-α-D-mannopyranose

: 97576-77-7
3,4,6-tri-O-benzyl-2-O-(2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl)-α-D-mannopyranosyl chloride

Guidance literature:: With thionyl chloride; In 1,2-dichloro-ethane; N,N-dimethyl-formamide; at 20 ℃; for 1h;
DOI:10.1016/0008-6215(85)85192-2

Reference yield:

: 65827-59-0
2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl chloride

: 97576-77-7
3,4,6-tri-O-benzyl-2-O-(2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl)-α-D-mannopyranosyl chloride

Guidance literature:: Multi-step reaction with 5 steps

1: 68 percent / AgOSO₂CF₃, tetramethylurea / 1,2-dichloro-ethane / 16 h / 20 °C

2: sodium methoxide / tetrahydrofuran; methanol / 0.5 h / 20 °C

3: 1.) NaH / 1.) DMF, 20 deg C, 30 min; 2.) DMF, 20 deg C, 1 h

4: 59 percent / PdCl₂ / methanol / 1 h / 20 °C / Irradiation

5: 83 percent / SOCl₂ / dimethylformamide; 1,2-dichloro-ethane / 1 h / 20 °C

With thionyl chloride; sodium methylate; silver trifluoromethanesulfonate; sodium hydride; tetramethylurea; palladium dichloride; In tetrahydrofuran; methanol; 1,2-dichloro-ethane; N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(85)85192-2

Reference yield:

: 97576-68-6
(2S,3S,4R,5R,6R)-2-Allyloxy-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-3-ol

: 97576-77-7
3,4,6-tri-O-benzyl-2-O-(2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl)-α-D-mannopyranosyl chloride

Guidance literature:: Multi-step reaction with 5 steps

1: 68 percent / AgOSO₂CF₃, tetramethylurea / 1,2-dichloro-ethane / 16 h / 20 °C

2: sodium methoxide / tetrahydrofuran; methanol / 0.5 h / 20 °C

3: 1.) NaH / 1.) DMF, 20 deg C, 30 min; 2.) DMF, 20 deg C, 1 h

4: 59 percent / PdCl₂ / methanol / 1 h / 20 °C / Irradiation

5: 83 percent / SOCl₂ / dimethylformamide; 1,2-dichloro-ethane / 1 h / 20 °C

With thionyl chloride; sodium methylate; silver trifluoromethanesulfonate; sodium hydride; tetramethylurea; palladium dichloride; In tetrahydrofuran; methanol; 1,2-dichloro-ethane; N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(85)85192-2