6-azidohexyl (4-O-acetyl-2,6-di-O-benzyl-β-D-galactopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

Base Information

Chemical Name:6-azidohexyl (4-O-acetyl-2,6-di-O-benzyl-β-D-galactopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside
CAS No.:488140-40-5
Molecular Formula:C₅₅H₆₅N₃O₁₂
Molecular Weight:960.134
Hs Code.:

Synonyms:6-azidohexyl (4-O-acetyl-2,6-di-O-benzyl-β-D-galactopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 6-azidohexyl (4-O-acetyl-2,6-di-O-benzyl-β-D-galactopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

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Technology Process of 6-azidohexyl (4-O-acetyl-2,6-di-O-benzyl-β-D-galactopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

There total 8 articles about 6-azidohexyl (4-O-acetyl-2,6-di-O-benzyl-β-D-galactopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside 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:

: (3aS,4R,6S,7R,7aS)-6-[(2R,3R,4S,5R,6R)-6-(6-Azido-hexyloxy)-4,5-bis-benzyloxy-2-benzyloxymethyl-tetrahydro-pyran-3-yloxy]-7-benzyloxy-4-benzyloxymethyl-2-methoxy-2-methyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran

: 488140-40-5
6-azidohexyl (4-O-acetyl-2,6-di-O-benzyl-β-D-galactopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

Guidance literature:: With acetic acid; In acetonitrile; for 0.5h;
DOI:10.1039/b204933c

Reference yield:

: 100-39-0
benzyl bromide

: 488140-40-5
6-azidohexyl (4-O-acetyl-2,6-di-O-benzyl-β-D-galactopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1.1: NaH / dimethylformamide / 0.5 h / 20 °C

1.2: 657 mg / dimethylformamide / 20 °C

2.1: 90 percent / aq. CF₃COOH / CH₂Cl₂ / 1.5 h / 0 °C

3.1: toluene-p-sulfonic acid monohydrate / acetonitrile / 0.5 h

4.1: 389 mg / aq. AcOH / acetonitrile / 0.5 h

With sodium hydride; toluene-4-sulfonic acid; acetic acid; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1039/b204933c

Reference yield:

: 146292-90-2
6-azidohexan-1-ol

: 488140-40-5
6-azidohexyl (4-O-acetyl-2,6-di-O-benzyl-β-D-galactopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1.1: 36 percent / 4 Angstroem molecular sieves; BF₃*Et₂O / CH₂Cl₂ / 2 h / 20 °C

2.1: NaOMe / methanol / 24 h / 20 °C / pH 8 - 9

3.1: NaH / dimethylformamide / 0.5 h / 20 °C

3.2: 657 mg / dimethylformamide / 20 °C

4.1: 90 percent / aq. CF₃COOH / CH₂Cl₂ / 1.5 h / 0 °C

5.1: toluene-p-sulfonic acid monohydrate / acetonitrile / 0.5 h

6.1: 389 mg / aq. AcOH / acetonitrile / 0.5 h

With 4 A molecular sieve; boron trifluoride diethyl etherate; sodium methylate; sodium hydride; toluene-4-sulfonic acid; acetic acid; trifluoroacetic acid; In methanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1039/b204933c