O-(2-azido-3,4-di-O-benzyl-2-deoxy-α-D-glucopyranosyl)-(1->4)-O-(methyl 2,3-di-O-benzyl-β-D-glucopyranosyluronate)-(1->4)-1,6-anhydro-2-azido-2-deoxy-β-D-glucopyranose

Base Information

Chemical Name:O-(2-azido-3,4-di-O-benzyl-2-deoxy-α-D-glucopyranosyl)-(1->4)-O-(methyl 2,3-di-O-benzyl-β-D-glucopyranosyluronate)-(1->4)-1,6-anhydro-2-azido-2-deoxy-β-D-glucopyranose
CAS No.:100752-65-6
Molecular Formula:C₄₇H₅₂N₆O₁₄
Molecular Weight:924.962
Hs Code.:

O-(2-azido-3,4-di-O-benzyl-2-deoxy-α-D-glucopyranosyl)-(1->4)-O-(methyl 2,3-di-O-benzyl-β-D-glucopyranosyluronate)-(1->4)-1,6-anhydro-2-azido-2-deoxy-β-D-glucopyranose

Synonyms:O-(2-azido-3,4-di-O-benzyl-2-deoxy-α-D-glucopyranosyl)-(1->4)-O-(methyl 2,3-di-O-benzyl-β-D-glucopyranosyluronate)-(1->4)-1,6-anhydro-2-azido-2-deoxy-β-D-glucopyranose

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Chemical Property of O-(2-azido-3,4-di-O-benzyl-2-deoxy-α-D-glucopyranosyl)-(1->4)-O-(methyl 2,3-di-O-benzyl-β-D-glucopyranosyluronate)-(1->4)-1,6-anhydro-2-azido-2-deoxy-β-D-glucopyranose

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Technology Process of O-(2-azido-3,4-di-O-benzyl-2-deoxy-α-D-glucopyranosyl)-(1->4)-O-(methyl 2,3-di-O-benzyl-β-D-glucopyranosyluronate)-(1->4)-1,6-anhydro-2-azido-2-deoxy-β-D-glucopyranose

There total 12 articles about O-(2-azido-3,4-di-O-benzyl-2-deoxy-α-D-glucopyranosyl)-(1->4)-O-(methyl 2,3-di-O-benzyl-β-D-glucopyranosyluronate)-(1->4)-1,6-anhydro-2-azido-2-deoxy-β-D-glucopyranose 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:

: 87907-02-6
O-(methyl 2,3-di-O-benzyl-4-O-(chloroacetyl)-β-D-glucopyranosyluronate)-(1->4)-3-O-acetyl-1,6-anhydro-2-azido-2-deoxy-β-D-glucopyranose

: 100752-65-6
O-(2-azido-3,4-di-O-benzyl-2-deoxy-α-D-glucopyranosyl)-(1->4)-O-(methyl 2,3-di-O-benzyl-β-D-glucopyranosyluronate)-(1->4)-1,6-anhydro-2-azido-2-deoxy-β-D-glucopyranose

Guidance literature:: Multi-step reaction with 4 steps

1: 71 percent / thiourea / ethanol / 6 h / Heating

2: 69 percent Turnov_. / mercuric bromide, molecular sieves 4A / CH₂Cl₂ / 72 h / Ambient temperature

3: M sodium hydroxide / methanol; H₂O / 1.) 0-5 deg C 2.) r.t., 3 h

4: methanol; diethyl ether

With sodium hydroxide; 4 A molecular sieve; thiourea; mercury dibromide; In methanol; diethyl ether; ethanol; dichloromethane; water;
DOI:10.1016/S0008-6215(00)90458-0

Reference yield:

: 99541-22-7
O-(2,3-di-O-benzyl-4,6-O-benzylidene-β-D-glucopyranosyl)-(1->4)-1,6:2,3-dianhydro-β-D-mannopyranose

: 100752-65-6
O-(2-azido-3,4-di-O-benzyl-2-deoxy-α-D-glucopyranosyl)-(1->4)-O-(methyl 2,3-di-O-benzyl-β-D-glucopyranosyluronate)-(1->4)-1,6-anhydro-2-azido-2-deoxy-β-D-glucopyranose

Guidance literature:: Multi-step reaction with 11 steps

1: sodium azide, ammonium chloride / dimethylformamide; H₂O / 37 h / 100 °C

2: pyridine / CH₂Cl₂ / 1.) 0-5 deg C 2.) r.t., 3 h

3: 94 percent / cupric chloride dihydrate / various solvent(s); ethanol / 1 h / Heating

4: pyridine / 4 h / 85 °C

5: pyridine / 1.) 0-5 deg C 2.) r.t., 30 min

6: Jones's reagent (4M chromium trioxide) / acetone / 1.) 0-5 deg C 2.) r.t., 50 min

7: CH₂Cl₂; diethyl ether

8: 71 percent / thiourea / ethanol / 6 h / Heating

9: 69 percent Turnov_. / mercuric bromide, molecular sieves 4A / CH₂Cl₂ / 72 h / Ambient temperature

10: M sodium hydroxide / methanol; H₂O / 1.) 0-5 deg C 2.) r.t., 3 h

11: methanol; diethyl ether

With pyridine; chromium(VI) oxide; sodium hydroxide; sodium azide; 4 A molecular sieve; ammonium chloride; thiourea; mercury dibromide; copper dichloride; In methanol; diethyl ether; ethanol; dichloromethane; water; N,N-dimethyl-formamide; acetone;
DOI:10.1016/S0008-6215(00)90458-0

Reference yield:

: 99541-24-9
O-(2,3-di-O-benzyl-β-D-glucopyranosyl)-(1->4)-3-O-acetyl-1,6-anhydro-2-azido-2-deoxy-β-D-glucopyranose

: 100752-65-6
O-(2-azido-3,4-di-O-benzyl-2-deoxy-α-D-glucopyranosyl)-(1->4)-O-(methyl 2,3-di-O-benzyl-β-D-glucopyranosyluronate)-(1->4)-1,6-anhydro-2-azido-2-deoxy-β-D-glucopyranose

Guidance literature:: Multi-step reaction with 8 steps

1: pyridine / 4 h / 85 °C

2: pyridine / 1.) 0-5 deg C 2.) r.t., 30 min

3: Jones's reagent (4M chromium trioxide) / acetone / 1.) 0-5 deg C 2.) r.t., 50 min

4: CH₂Cl₂; diethyl ether

5: 71 percent / thiourea / ethanol / 6 h / Heating

6: 69 percent Turnov_. / mercuric bromide, molecular sieves 4A / CH₂Cl₂ / 72 h / Ambient temperature

7: M sodium hydroxide / methanol; H₂O / 1.) 0-5 deg C 2.) r.t., 3 h

8: methanol; diethyl ether

With pyridine; chromium(VI) oxide; sodium hydroxide; 4 A molecular sieve; thiourea; mercury dibromide; In methanol; diethyl ether; ethanol; dichloromethane; water; acetone;
DOI:10.1016/S0008-6215(00)90458-0