3-azidopropyl 2-O-benzyl-4,6-O-benzylidene-α-D-galactopyranosyl-(1->4)-2,3,6-tri-O-benzyl-β-D-galactopyranosyl-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

Base Information

Chemical Name:3-azidopropyl 2-O-benzyl-4,6-O-benzylidene-α-D-galactopyranosyl-(1->4)-2,3,6-tri-O-benzyl-β-D-galactopyranosyl-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside
CAS No.:904297-68-3
Molecular Formula:C₇₇H₈₃N₃O₁₆
Molecular Weight:1306.52
Hs Code.:

3-azidopropyl 2-O-benzyl-4,6-O-benzylidene-α-D-galactopyranosyl-(1->4)-2,3,6-tri-O-benzyl-β-D-galactopyranosyl-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

Synonyms:3-azidopropyl 2-O-benzyl-4,6-O-benzylidene-α-D-galactopyranosyl-(1->4)-2,3,6-tri-O-benzyl-β-D-galactopyranosyl-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

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Chemical Property of 3-azidopropyl 2-O-benzyl-4,6-O-benzylidene-α-D-galactopyranosyl-(1->4)-2,3,6-tri-O-benzyl-β-D-galactopyranosyl-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

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Technology Process of 3-azidopropyl 2-O-benzyl-4,6-O-benzylidene-α-D-galactopyranosyl-(1->4)-2,3,6-tri-O-benzyl-β-D-galactopyranosyl-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

There total 9 articles about 3-azidopropyl 2-O-benzyl-4,6-O-benzylidene-α-D-galactopyranosyl-(1->4)-2,3,6-tri-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: 73.0%

: (2R,3R,4S,5R,6R)-6-{(2R,3S,4S,5R,6S)-6-[(2R,3R,4S,5R,6R)-6-(3-Azido-propoxy)-4,5-bis-benzyloxy-2-benzyloxymethyl-tetrahydro-pyran-3-yloxy]-4,5-bis-benzyloxy-2-benzyloxymethyl-tetrahydro-pyran-3-yloxy}-5-benzyloxy-2-hydroxymethyl-tetrahydro-pyran-3,4-diol

: 1125-88-8
benzaldehyde dimethyl acetal

: 904297-68-3
3-azidopropyl 2-O-benzyl-4,6-O-benzylidene-α-D-galactopyranosyl-(1->4)-2,3,6-tri-O-benzyl-β-D-galactopyranosyl-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

Guidance literature:: With camphor-10-sulfonic acid; In acetonitrile; at 20 ℃; for 2h;
DOI:10.1016/j.carres.2006.03.041

Reference yield:

: 904297-65-0
2-thiazolinyl 3,4,6-tri-O-acetyl-2-O-benzyl-1-thio-β-D-galactopyranoside

: 904297-68-3
3-azidopropyl 2-O-benzyl-4,6-O-benzylidene-α-D-galactopyranosyl-(1->4)-2,3,6-tri-O-benzyl-β-D-galactopyranosyl-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 87 percent / 3 Angstroem molecular sieves; AgOTf / 1,2-dichloro-ethane / 26.5 h / 20 °C

2: 99 percent / NaOCH₃ / methanol / 1 h / 20 °C

3: 73 percent / camphorsulfonic acid / acetonitrile / 2 h / 20 °C

With 3 A molecular sieve; camphor-10-sulfonic acid; sodium methylate; silver trifluoromethanesulfonate; In methanol; 1,2-dichloro-ethane; acetonitrile;
DOI:10.1016/j.carres.2006.03.041

Reference yield:

: 499115-17-2
3-azidopropyl 4,6-O-benzylidene-β-D-galactopyranosyl-(1->4)-β-D-glucopyranoside

: 904297-68-3
3-azidopropyl 2-O-benzyl-4,6-O-benzylidene-α-D-galactopyranosyl-(1->4)-2,3,6-tri-O-benzyl-β-D-galactopyranosyl-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 93 percent / NaH / dimethylformamide / 1.25 h / 20 °C

2: 84 percent / NaCNBH₃; 3 Angstroem molecular sieves; HCl / tetrahydrofuran; diethyl ether

3: 87 percent / 3 Angstroem molecular sieves; AgOTf / 1,2-dichloro-ethane / 26.5 h / 20 °C

4: 99 percent / NaOCH₃ / methanol / 1 h / 20 °C

5: 73 percent / camphorsulfonic acid / acetonitrile / 2 h / 20 °C

With hydrogenchloride; 3 A molecular sieve; camphor-10-sulfonic acid; sodium methylate; silver trifluoromethanesulfonate; sodium hydride; sodium cyanoborohydride; In tetrahydrofuran; methanol; diethyl ether; 1,2-dichloro-ethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/j.carres.2006.03.041