2-(N-benzyloxycarbonyl)-aminoethyl (2-O-acetyl-3-O-allyl-4,6-O-benzylidene-β-D-glucopyranosyl-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

Base Information

Chemical Name:2-(N-benzyloxycarbonyl)-aminoethyl (2-O-acetyl-3-O-allyl-4,6-O-benzylidene-β-D-glucopyranosyl-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside
CAS No.:499126-44-2
Molecular Formula:C₅₅H₆₁NO₁₄
Molecular Weight:960.088
Hs Code.:

Synonyms:2-(N-benzyloxycarbonyl)-aminoethyl (2-O-acetyl-3-O-allyl-4,6-O-benzylidene-β-D-glucopyranosyl-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

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Chemical Property of 2-(N-benzyloxycarbonyl)-aminoethyl (2-O-acetyl-3-O-allyl-4,6-O-benzylidene-β-D-glucopyranosyl-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

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Technology Process of 2-(N-benzyloxycarbonyl)-aminoethyl (2-O-acetyl-3-O-allyl-4,6-O-benzylidene-β-D-glucopyranosyl-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

There total 9 articles about 2-(N-benzyloxycarbonyl)-aminoethyl (2-O-acetyl-3-O-allyl-4,6-O-benzylidene-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: 84.0%

: 499126-41-9
ethyl 2-O-acetyl-3-O-allyl-4,6-O-benzylidene-1-thio-β-D-glucopyranoside

: 499126-39-5
2-(N-benzyloxycarbonyl)-aminoethyl 2,3,6-tri-O-benzyl-β-D-glucopyranoside

: 499126-44-2
2-(N-benzyloxycarbonyl)-aminoethyl (2-O-acetyl-3-O-allyl-4,6-O-benzylidene-β-D-glucopyranosyl-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

Guidance literature:: With N-iodo-succinimide; trifluorormethanesulfonic acid; In dichloromethane; at -30 ℃; for 1h;
DOI:10.1016/S0008-6215(02)00263-X

Reference yield:

: 1125-88-8
benzaldehyde dimethyl acetal

: 499126-44-2
2-(N-benzyloxycarbonyl)-aminoethyl (2-O-acetyl-3-O-allyl-4,6-O-benzylidene-β-D-glucopyranosyl-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1.1: 70 percent / p-TsOH / dimethylformamide / 24 h / 50 °C

2.1: 79 percent / NaH / dimethylformamide / 20 °C

3.1: PPh₃ / CH₂Cl₂ / 20 °C

3.2: water / 20 h / Heating

4.1: 80 percent / pyridine / 1.5 h / 0 °C

5.1: 99 percent / NaCNBH₃; HCl / tetrahydrofuran; diethyl ether / 4.5 h / 20 °C

6.1: 84 percent / NIS; TfOH / CH₂Cl₂ / 1 h / -30 °C

With pyridine; hydrogenchloride; N-iodo-succinimide; trifluorormethanesulfonic acid; sodium hydride; sodium cyanoborohydride; toluene-4-sulfonic acid; triphenylphosphine; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0008-6215(02)00263-X

Reference yield:

: 20701-61-5,56119-28-9,131564-36-8,142924-31-0,151123-92-1,141899-53-8
ethyl 4,6-O-benzylidene-1-thio-β-D-glucopyranoside

: 499126-44-2
2-(N-benzyloxycarbonyl)-aminoethyl (2-O-acetyl-3-O-allyl-4,6-O-benzylidene-β-D-glucopyranosyl-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1.1: Bu₂SnO / methanol / 1 h / Heating

1.2: 67 percent / CsF / dimethylformamide / 20 °C

2.1: 97 percent / pyridine / 1 h / 20 °C

3.1: 84 percent / NIS; TfOH / CH₂Cl₂ / 1 h / -30 °C

With pyridine; N-iodo-succinimide; trifluorormethanesulfonic acid; di(n-butyl)tin oxide; In methanol; dichloromethane;
DOI:10.1016/S0008-6215(02)00263-X