2,3,6-tri-O-benzyl-4-deoxy-α-D-xylo-hexopyranosyl-(1->3)-2,4,6-tri-O-acetyl-β-D-galactopyranosyl-(1->4)-N-acetyl-2,3,6-tri-O-acetyl-β-D-glucopyranosylamine

Base Information

Chemical Name:2,3,6-tri-O-benzyl-4-deoxy-α-D-xylo-hexopyranosyl-(1->3)-2,4,6-tri-O-acetyl-β-D-galactopyranosyl-(1->4)-N-acetyl-2,3,6-tri-O-acetyl-β-D-glucopyranosylamine
CAS No.:478687-11-5
Molecular Formula:C₅₃H₆₅NO₂₁
Molecular Weight:1052.09
Hs Code.:

2,3,6-tri-O-benzyl-4-deoxy-α-D-xylo-hexopyranosyl-(1->3)-2,4,6-tri-O-acetyl-β-D-galactopyranosyl-(1->4)-N-acetyl-2,3,6-tri-O-acetyl-β-D-glucopyranosylamine

Synonyms:2,3,6-tri-O-benzyl-4-deoxy-α-D-xylo-hexopyranosyl-(1->3)-2,4,6-tri-O-acetyl-β-D-galactopyranosyl-(1->4)-N-acetyl-2,3,6-tri-O-acetyl-β-D-glucopyranosylamine

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Chemical Property of 2,3,6-tri-O-benzyl-4-deoxy-α-D-xylo-hexopyranosyl-(1->3)-2,4,6-tri-O-acetyl-β-D-galactopyranosyl-(1->4)-N-acetyl-2,3,6-tri-O-acetyl-β-D-glucopyranosylamine

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Technology Process of 2,3,6-tri-O-benzyl-4-deoxy-α-D-xylo-hexopyranosyl-(1->3)-2,4,6-tri-O-acetyl-β-D-galactopyranosyl-(1->4)-N-acetyl-2,3,6-tri-O-acetyl-β-D-glucopyranosylamine

There total 6 articles about 2,3,6-tri-O-benzyl-4-deoxy-α-D-xylo-hexopyranosyl-(1->3)-2,4,6-tri-O-acetyl-β-D-galactopyranosyl-(1->4)-N-acetyl-2,3,6-tri-O-acetyl-β-D-glucopyranosylamine 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%

: 108-24-7
acetic anhydride

: 478687-10-4
2,3,6-tri-O-benzyl-4-deoxy-α-D-xylo-hexopyranosyl-(1->3)-2,4,6-tri-O-acetyl-β-D-galactopyranosyl-(1->4)-2,3,6-tri-O-acetyl-β-D-glucopyranosyl azide

: 478687-11-5
2,3,6-tri-O-benzyl-4-deoxy-α-D-xylo-hexopyranosyl-(1->3)-2,4,6-tri-O-acetyl-β-D-galactopyranosyl-(1->4)-N-acetyl-2,3,6-tri-O-acetyl-β-D-glucopyranosylamine

Guidance literature:: 2,3,6-tri-O-benzyl-4-deoxy-α-D-xylo-hexopyranosyl-(1->3)-2,4,6-tri-O-acetyl-β-D-galactopyranosyl-(1->4)-2,3,6-tri-O-acetyl-β-D-glucopyranosyl azide; With hydrogen; platinum(IV) oxide; In ethanol; for 1h; pressure: 50 lb/in²;

acetic anhydride; With triethylamine; In dichloromethane; at 0 - 20 ℃; for 2h;
DOI:10.1016/S0008-6215(02)00159-3

Reference yield:

: 97974-20-4
(2R,3R,4S,5R,6S)-4,5-Bis-benzyloxy-2-benzyloxymethyl-6-phenylsulfanyl-tetrahydro-pyran-3-ol

: 478687-11-5
2,3,6-tri-O-benzyl-4-deoxy-α-D-xylo-hexopyranosyl-(1->3)-2,4,6-tri-O-acetyl-β-D-galactopyranosyl-(1->4)-N-acetyl-2,3,6-tri-O-acetyl-β-D-glucopyranosylamine

Guidance literature:: Multi-step reaction with 4 steps

1.1: 4-(dimethylamino)-pyridine / CH₂Cl₂ / 12 h / 0 - 20 °C

2.1: 400 mg / Bu₃SnH; AIBN / benzene / 1 h / 80 °C

3.1: 60 percent / N-iodosuccinimide; triflic acid; 4 Angstroem molecular sieves / CH₂Cl₂ / 2 h / -30 °C

4.1: H₂ / PtO₂ / ethanol / 1 h / pressure: 50 lb/in²

4.2: 70 percent / Et₃N / CH₂Cl₂ / 2 h / 0 - 20 °C

With dmap; N-iodo-succinimide; 2,2'-azobis(isobutyronitrile); trifluorormethanesulfonic acid; 4 A molecular sieve; hydrogen; tri-n-butyl-tin hydride; platinum(IV) oxide; In ethanol; dichloromethane; benzene; 2.1: Barton-McCombie deoxygenation;
DOI:10.1016/S0008-6215(02)00159-3

Reference yield:

: phenyl 4,6-O-benzylidene-1-thio-β-D-glucopyranoside

: 478687-11-5
2,3,6-tri-O-benzyl-4-deoxy-α-D-xylo-hexopyranosyl-(1->3)-2,4,6-tri-O-acetyl-β-D-galactopyranosyl-(1->4)-N-acetyl-2,3,6-tri-O-acetyl-β-D-glucopyranosylamine

Guidance literature:: Multi-step reaction with 6 steps

1.1: 80 percent / NaH / dimethylformamide / 0 - 20 °C

2.1: 53 percent / HCl; NaCNBH₃; 4 Angstroem molecular sieves / tetrahydrofuran; diethyl ether / 0.33 h

3.1: 4-(dimethylamino)-pyridine / CH₂Cl₂ / 12 h / 0 - 20 °C

4.1: 400 mg / Bu₃SnH; AIBN / benzene / 1 h / 80 °C

5.1: 60 percent / N-iodosuccinimide; triflic acid; 4 Angstroem molecular sieves / CH₂Cl₂ / 2 h / -30 °C

6.1: H₂ / PtO₂ / ethanol / 1 h / pressure: 50 lb/in²

6.2: 70 percent / Et₃N / CH₂Cl₂ / 2 h / 0 - 20 °C

With hydrogenchloride; dmap; N-iodo-succinimide; 2,2'-azobis(isobutyronitrile); trifluorormethanesulfonic acid; 4 A molecular sieve; hydrogen; tri-n-butyl-tin hydride; sodium hydride; sodium cyanoborohydride; platinum(IV) oxide; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane; N,N-dimethyl-formamide; benzene; 4.1: Barton-McCombie deoxygenation;
DOI:10.1016/S0008-6215(02)00159-3