2-azidoethyl (2,3,4-tri-O-benzyl-β-D-xylopyranosyl)-(1->2)-(6-O-acetyl-4-O-benzyl-α-D-mannopyranosyl)-(1->3)-2,4,6-tri-O-benzyl-α-D-mannopyranoside

Base Information

Chemical Name:2-azidoethyl (2,3,4-tri-O-benzyl-β-D-xylopyranosyl)-(1->2)-(6-O-acetyl-4-O-benzyl-α-D-mannopyranosyl)-(1->3)-2,4,6-tri-O-benzyl-α-D-mannopyranoside
CAS No.:653597-54-7
Molecular Formula:C₇₀H₇₇N₃O₁₆
Molecular Weight:1216.39
Hs Code.:

Synonyms:2-azidoethyl (2,3,4-tri-O-benzyl-β-D-xylopyranosyl)-(1->2)-(6-O-acetyl-4-O-benzyl-α-D-mannopyranosyl)-(1->3)-2,4,6-tri-O-benzyl-α-D-mannopyranoside

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Chemical Property of 2-azidoethyl (2,3,4-tri-O-benzyl-β-D-xylopyranosyl)-(1->2)-(6-O-acetyl-4-O-benzyl-α-D-mannopyranosyl)-(1->3)-2,4,6-tri-O-benzyl-α-D-mannopyranoside

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Technology Process of 2-azidoethyl (2,3,4-tri-O-benzyl-β-D-xylopyranosyl)-(1->2)-(6-O-acetyl-4-O-benzyl-α-D-mannopyranosyl)-(1->3)-2,4,6-tri-O-benzyl-α-D-mannopyranoside

There total 7 articles about 2-azidoethyl (2,3,4-tri-O-benzyl-β-D-xylopyranosyl)-(1->2)-(6-O-acetyl-4-O-benzyl-α-D-mannopyranosyl)-(1->3)-2,4,6-tri-O-benzyl-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: 60.0%

: 653597-53-6
2-azidoethyl (2,3,4-tri-O-benzyl-β-D-xylopyranosyl)-(1->2)-(6-O-acetyl-3-O-allyl-4-O-benzyl-α-D-mannopyranosyl)-(1->3)-2,4,6-tri-O-benzyl-α-D-mannopyranoside

: 653597-54-7
2-azidoethyl (2,3,4-tri-O-benzyl-β-D-xylopyranosyl)-(1->2)-(6-O-acetyl-4-O-benzyl-α-D-mannopyranosyl)-(1->3)-2,4,6-tri-O-benzyl-α-D-mannopyranoside

Guidance literature:: With palladium dichloride; In methanol; ethanol; for 7h;
DOI:10.1081/CAR-120026459

Reference yield:

: 140428-83-7
2-azidoethyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranoside

: 653597-54-7
2-azidoethyl (2,3,4-tri-O-benzyl-β-D-xylopyranosyl)-(1->2)-(6-O-acetyl-4-O-benzyl-α-D-mannopyranosyl)-(1->3)-2,4,6-tri-O-benzyl-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 8 steps

1.1: 99 percent / NaOMe / methanol / 20 °C

2.1: 707 mg / p-TsOH / acetonitrile / 60 °C

3.1: Bu₂SnO / methanol / 1 h / Heating

3.2: 612 mg / CsF / dimethylformamide / 20 °C

4.1: 85 percent / acetic acid / 3 h / 70 °C

5.1: 88 percent / NaH / dimethylformamide / 0 - 20 °C

6.1: 82 percent / DDQ / CH₂Cl₂; H₂O / 3 h / 0 °C

7.1: 65 percent / molecular sieves 4 Angstroem; (dimethyl)(methylthio)sulfonium triflate / diethyl ether / 6 h / 20 °C

8.1: 60 percent / PdCl₂ / methanol; ethanol / 7 h

With 4 A molecular sieve; sodium methylate; sodium hydride; di(n-butyl)tin oxide; toluene-4-sulfonic acid; acetic acid; dimethyl-(methylthio)-sulphonium trifluoromethanesulphonate; 2,3-dicyano-5,6-dichloro-p-benzoquinone; palladium dichloride; In methanol; diethyl ether; ethanol; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1081/CAR-120026459

Reference yield:

: 653597-39-8
2-azidoethyl 4,6-O-benzylidene-α-D-mannopyranoside

: 653597-54-7
2-azidoethyl (2,3,4-tri-O-benzyl-β-D-xylopyranosyl)-(1->2)-(6-O-acetyl-4-O-benzyl-α-D-mannopyranosyl)-(1->3)-2,4,6-tri-O-benzyl-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1.1: Bu₂SnO / methanol / 1 h / Heating

1.2: 612 mg / CsF / dimethylformamide / 20 °C

2.1: 85 percent / acetic acid / 3 h / 70 °C

3.1: 88 percent / NaH / dimethylformamide / 0 - 20 °C

4.1: 82 percent / DDQ / CH₂Cl₂; H₂O / 3 h / 0 °C

5.1: 65 percent / molecular sieves 4 Angstroem; (dimethyl)(methylthio)sulfonium triflate / diethyl ether / 6 h / 20 °C

6.1: 60 percent / PdCl₂ / methanol; ethanol / 7 h

With 4 A molecular sieve; sodium hydride; di(n-butyl)tin oxide; acetic acid; dimethyl-(methylthio)-sulphonium trifluoromethanesulphonate; 2,3-dicyano-5,6-dichloro-p-benzoquinone; palladium dichloride; In methanol; diethyl ether; ethanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1081/CAR-120026459