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

Base Information

Chemical Name:benzyl O-(2-O-acetyl-3,4,6-tri-O-benzyl-β-D-glucopyranosyl)-(1-3)-O-(2-deoxy-4,6-O-isopropylidene-2-phthalimido-β-D-glucopyranosyl)-(1-4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside
CAS No.:214131-55-2
Molecular Formula:C₈₀H₈₃NO₁₈
Molecular Weight:1346.53
Hs Code.:

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

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

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

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

There total 5 articles about benzyl O-(2-O-acetyl-3,4,6-tri-O-benzyl-β-D-glucopyranosyl)-(1-3)-O-(2-deoxy-4,6-O-isopropylidene-2-phthalimido-β-D-glucopyranosyl)-(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: 48.0%

: 55659-53-5,77790-47-7,93381-69-2,53270-13-6
2-O-acetyl-3,4,6-tri-O-benzyl-α-D-glucopyranosyl bromide

: 214131-53-0
benzyl O-(2-deoxy-4,6-O-isopropylidene-2-phthalimido-β-D-glucopyranosyl)-(1-4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

: 214131-55-2
benzyl O-(2-O-acetyl-3,4,6-tri-O-benzyl-β-D-glucopyranosyl)-(1-3)-O-(2-deoxy-4,6-O-isopropylidene-2-phthalimido-β-D-glucopyranosyl)-(1-4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

Guidance literature:: With 4 Angstroems MS; mercury(II) cyanide; mercury dibromide; In dichloromethane; for 48h;
DOI:10.1080/07328309808001890

Reference yield:

: 57783-66-1
benzyl 4,6-O-benzylidene-2,3-tri-O-benzyl-β-D-glucopyranoside

: 214131-55-2
benzyl O-(2-O-acetyl-3,4,6-tri-O-benzyl-β-D-glucopyranosyl)-(1-3)-O-(2-deoxy-4,6-O-isopropylidene-2-phthalimido-β-D-glucopyranosyl)-(1-4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 81 percent / NaBH₃CN, 3 Angstroems MS, HCl / tetrahydrofuran; diethyl ether / 3 h / Ambient temperature

2: 72 percent / 4 Angstroems MS, BF₃*Et₂O / CH₂Cl₂ / 4 h / 0 °C

3: NaOMe / methanol / 3 h / Ambient temperature

4: p-TsOH / dimethylformamide / Ambient temperature

5: 48 percent / 4 Angstroems MS, HgBr₂, Hg(CN)2 / CH₂Cl₂ / 48 h

With hydrogenchloride; 3 Angstroems MS; 4 Angstroems MS; boron trifluoride diethyl etherate; sodium methylate; mercury(II) cyanide; sodium cyanoborohydride; toluene-4-sulfonic acid; mercury dibromide; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1080/07328309808001890

Reference yield:

: 67831-42-9
benzyl 2,3,6-tri-O-benzyl-β-D-glucopyranoside

: 214131-55-2
benzyl O-(2-O-acetyl-3,4,6-tri-O-benzyl-β-D-glucopyranosyl)-(1-3)-O-(2-deoxy-4,6-O-isopropylidene-2-phthalimido-β-D-glucopyranosyl)-(1-4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 72 percent / 4 Angstroems MS, BF₃*Et₂O / CH₂Cl₂ / 4 h / 0 °C

2: NaOMe / methanol / 3 h / Ambient temperature

3: p-TsOH / dimethylformamide / Ambient temperature

4: 48 percent / 4 Angstroems MS, HgBr₂, Hg(CN)2 / CH₂Cl₂ / 48 h

With 4 Angstroems MS; boron trifluoride diethyl etherate; sodium methylate; mercury(II) cyanide; toluene-4-sulfonic acid; mercury dibromide; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1080/07328309808001890