3-Azidopropyl O-(3-O-benzyl-2-deoxy-4,6-di-O-isopropylidene-2-phthalimido-β-D-glucopyranosyl)-(1->3)-O-(2,4,6-tri-O-acetyl-β-D-galactopyranosyl)-(1->4)-2,3,6-tri-O-acetyl-β-D-glucopyranoside

Base Information

Chemical Name:3-Azidopropyl O-(3-O-benzyl-2-deoxy-4,6-di-O-isopropylidene-2-phthalimido-β-D-glucopyranosyl)-(1->3)-O-(2,4,6-tri-O-acetyl-β-D-galactopyranosyl)-(1->4)-2,3,6-tri-O-acetyl-β-D-glucopyranoside
CAS No.:177421-32-8
Molecular Formula:C₅₁H₆₂N₄O₂₃
Molecular Weight:1099.07
Hs Code.:

3-Azidopropyl O-(3-O-benzyl-2-deoxy-4,6-di-O-isopropylidene-2-phthalimido-β-D-glucopyranosyl)-(1->3)-O-(2,4,6-tri-O-acetyl-β-D-galactopyranosyl)-(1->4)-2,3,6-tri-O-acetyl-β-D-glucopyranoside

Synonyms:3-Azidopropyl O-(3-O-benzyl-2-deoxy-4,6-di-O-isopropylidene-2-phthalimido-β-D-glucopyranosyl)-(1->3)-O-(2,4,6-tri-O-acetyl-β-D-galactopyranosyl)-(1->4)-2,3,6-tri-O-acetyl-β-D-glucopyranoside

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Chemical Property of 3-Azidopropyl O-(3-O-benzyl-2-deoxy-4,6-di-O-isopropylidene-2-phthalimido-β-D-glucopyranosyl)-(1->3)-O-(2,4,6-tri-O-acetyl-β-D-galactopyranosyl)-(1->4)-2,3,6-tri-O-acetyl-β-D-glucopyranoside

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Technology Process of 3-Azidopropyl O-(3-O-benzyl-2-deoxy-4,6-di-O-isopropylidene-2-phthalimido-β-D-glucopyranosyl)-(1->3)-O-(2,4,6-tri-O-acetyl-β-D-galactopyranosyl)-(1->4)-2,3,6-tri-O-acetyl-β-D-glucopyranoside

There total 9 articles about 3-Azidopropyl O-(3-O-benzyl-2-deoxy-4,6-di-O-isopropylidene-2-phthalimido-β-D-glucopyranosyl)-(1->3)-O-(2,4,6-tri-O-acetyl-β-D-galactopyranosyl)-(1->4)-2,3,6-tri-O-acetyl-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: 58.0%

: 177421-31-7
2-((4aR,6S,7R,8R,8aS)-8-Benzyloxy-2,2-dimethyl-6-phenylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl)-isoindole-1,3-dione

: 177421-29-3
3-Azidopropyl 4-O-(2,4,6-tri-O-acetyl-β-D-galactopyranosyl)-2,3,6-tri-O-acetyl-β-D-glucopyranoside

: 177421-32-8
3-Azidopropyl O-(3-O-benzyl-2-deoxy-4,6-di-O-isopropylidene-2-phthalimido-β-D-glucopyranosyl)-(1->3)-O-(2,4,6-tri-O-acetyl-β-D-galactopyranosyl)-(1->4)-2,3,6-tri-O-acetyl-β-D-glucopyranoside

Guidance literature:: With N-iodo-succinimide; trifluorormethanesulfonic acid; 4 A molecular sieve; In dichloromethane; 1.) r.t., 1 h, 2.) -45 deg C, 1 h;
DOI:10.1080/07328309608005653

Reference yield:

: 136882-36-5,79528-50-0
2-((2S,3R,4R,5S,6R)-4,5-Dihydroxy-6-hydroxymethyl-2-phenylsulfanyl-tetrahydro-pyran-3-yl)-isoindole-1,3-dione

: 177421-32-8
3-Azidopropyl O-(3-O-benzyl-2-deoxy-4,6-di-O-isopropylidene-2-phthalimido-β-D-glucopyranosyl)-(1->3)-O-(2,4,6-tri-O-acetyl-β-D-galactopyranosyl)-(1->4)-2,3,6-tri-O-acetyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: p-TsOH*H₂O / acetonitrile / 16 h

2: 66 percent / NaH / dimethylformamide / 1.) r.t., 0.5 h, 2.) r.t., overnight

3: 58 percent / NIS, molecular sieves 4 Angstroem, triflic acid / CH₂Cl₂ / 1.) r.t., 1 h, 2.) -45 deg C, 1 h

With N-iodo-succinimide; trifluorormethanesulfonic acid; 4 A molecular sieve; sodium hydride; toluene-4-sulfonic acid; In dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1080/07328309608005653

Reference yield:

: 79528-49-7
phenyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

: 177421-32-8
3-Azidopropyl O-(3-O-benzyl-2-deoxy-4,6-di-O-isopropylidene-2-phthalimido-β-D-glucopyranosyl)-(1->3)-O-(2,4,6-tri-O-acetyl-β-D-galactopyranosyl)-(1->4)-2,3,6-tri-O-acetyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: NaOMe / methanol / 1 h / Ambient temperature

2: p-TsOH*H₂O / acetonitrile / 16 h

3: 66 percent / NaH / dimethylformamide / 1.) r.t., 0.5 h, 2.) r.t., overnight

4: 58 percent / NIS, molecular sieves 4 Angstroem, triflic acid / CH₂Cl₂ / 1.) r.t., 1 h, 2.) -45 deg C, 1 h

With N-iodo-succinimide; trifluorormethanesulfonic acid; 4 A molecular sieve; sodium methylate; sodium hydride; toluene-4-sulfonic acid; In methanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1080/07328309608005653