octyl (2,3,4-tri-O-acetyl-6-azido-6-deoxy-β-D-galactopyranosyl)-(1->4)-(3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1->2)-3,4,6-tri-O-benzyl-α-D-mannopyranoside

Base Information

Chemical Name:octyl (2,3,4-tri-O-acetyl-6-azido-6-deoxy-β-D-galactopyranosyl)-(1->4)-(3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1->2)-3,4,6-tri-O-benzyl-α-D-mannopyranoside
CAS No.:629620-24-2
Molecular Formula:C₇₅H₈₆N₄O₁₉
Molecular Weight:1347.52
Hs Code.:

octyl (2,3,4-tri-O-acetyl-6-azido-6-deoxy-β-D-galactopyranosyl)-(1->4)-(3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1->2)-3,4,6-tri-O-benzyl-α-D-mannopyranoside

Synonyms:octyl (2,3,4-tri-O-acetyl-6-azido-6-deoxy-β-D-galactopyranosyl)-(1->4)-(3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1->2)-3,4,6-tri-O-benzyl-α-D-mannopyranoside

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Chemical Property of octyl (2,3,4-tri-O-acetyl-6-azido-6-deoxy-β-D-galactopyranosyl)-(1->4)-(3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1->2)-3,4,6-tri-O-benzyl-α-D-mannopyranoside

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Technology Process of octyl (2,3,4-tri-O-acetyl-6-azido-6-deoxy-β-D-galactopyranosyl)-(1->4)-(3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1->2)-3,4,6-tri-O-benzyl-α-D-mannopyranoside

There total 6 articles about octyl (2,3,4-tri-O-acetyl-6-azido-6-deoxy-β-D-galactopyranosyl)-(1->4)-(3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1->2)-3,4,6-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: 61.0%

: octyl (3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1->2)-3,4,6-tri-O-benzyl-α-D-mannopyranoside

: 485809-79-8
2,3,4-tri-O-acetyl-6-azido-6-deoxy-α-D-galactopyranosyl trichloroacetimidate

: 629620-24-2
octyl (2,3,4-tri-O-acetyl-6-azido-6-deoxy-β-D-galactopyranosyl)-(1->4)-(3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1->2)-3,4,6-tri-O-benzyl-α-D-mannopyranoside

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at 0 ℃;
DOI:10.1002/ejoc.200300293

Reference yield:

: 4711-00-6
6-azido-6-deoxy-1,2:3,4-di-O-isopropylidene-D-galactopyranose

: 629620-24-2
octyl (2,3,4-tri-O-acetyl-6-azido-6-deoxy-β-D-galactopyranosyl)-(1->4)-(3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1->2)-3,4,6-tri-O-benzyl-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: trifluoroacetic acid; water / 2 h

2: 583 mg / pyridine

3: 89 percent / hydrazinium acetate / dimethylformamide / 1.17 h / 50 °C

4: 63 percent / 1,8-diazabicyclo[5.4.0]undec-7-ene / CH₂Cl₂ / 1 h

5: 61 percent / TMSOTf; Ms 4A / CH₂Cl₂ / 0 °C

With pyridine; trimethylsilyl trifluoromethanesulfonate; water; hydrazinium monoacetate; 1,8-diazabicyclo[5.4.0]undec-7-ene; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1002/ejoc.200300293

Reference yield:

: 4478-43-7
(1,2:3,4-di-O-isopropylidene-6-O-(p-toluensulfonate))-D-galactopiranose

: 629620-24-2
octyl (2,3,4-tri-O-acetyl-6-azido-6-deoxy-β-D-galactopyranosyl)-(1->4)-(3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1->2)-3,4,6-tri-O-benzyl-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: 99 percent / NaN₃ / dimethylsulfoxide / 2 h / 160 °C

2: trifluoroacetic acid; water / 2 h

3: 583 mg / pyridine

4: 89 percent / hydrazinium acetate / dimethylformamide / 1.17 h / 50 °C

5: 63 percent / 1,8-diazabicyclo[5.4.0]undec-7-ene / CH₂Cl₂ / 1 h

6: 61 percent / TMSOTf; Ms 4A / CH₂Cl₂ / 0 °C

With pyridine; sodium azide; trimethylsilyl trifluoromethanesulfonate; water; hydrazinium monoacetate; 1,8-diazabicyclo[5.4.0]undec-7-ene; trifluoroacetic acid; In dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1002/ejoc.200300293