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

Base Information

Chemical Name:octyl (6-azido-6-deoxy-β-D-galactopyranosyl)-(1->4)-(2-acetamido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranosyl)-(1->2)-3,4,6-tri-O-benzyl-α-D-mannopyranoside
CAS No.:629620-26-4
Molecular Formula:C₆₃H₈₀N₄O₁₅
Molecular Weight:1133.35
Hs Code.:

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

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

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

There total 8 articles about octyl (6-azido-6-deoxy-β-D-galactopyranosyl)-(1->4)-(2-acetamido-3,6-di-O-benzyl-2-deoxy-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: 70.0%

: 629620-25-3
octyl (2,3,4-tri-O-acetyl-6-azido-6-deoxy-β-D-galactopyranosyl)-(1->4)-(2-acetamido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranosyl)-(1->2)-3,4,6-tri-O-benzyl-α-D-mannopyranoside

: 629620-26-4
octyl (6-azido-6-deoxy-β-D-galactopyranosyl)-(1->4)-(2-acetamido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranosyl)-(1->2)-3,4,6-tri-O-benzyl-α-D-mannopyranoside

Guidance literature:: With sodium methylate; In methanol; for 2h; pH=9;
DOI:10.1002/ejoc.200300293

Reference yield:

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

: 629620-26-4
octyl (6-azido-6-deoxy-β-D-galactopyranosyl)-(1->4)-(2-acetamido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranosyl)-(1->2)-3,4,6-tri-O-benzyl-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 8 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

6: 3A MS; 1,2-diaminoethane / butan-1-ol / 90 °C

7: 96 mg / pyridine

8: 70 percent / NaOMe / methanol / 2 h / pH 9

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

Reference yield:

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

: 629620-26-4
octyl (6-azido-6-deoxy-β-D-galactopyranosyl)-(1->4)-(2-acetamido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranosyl)-(1->2)-3,4,6-tri-O-benzyl-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 9 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

7: 3A MS; 1,2-diaminoethane / butan-1-ol / 90 °C

8: 96 mg / pyridine

9: 70 percent / NaOMe / methanol / 2 h / pH 9

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