O-(2-O-Acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-(1-> 6)-O-(3-O-allyl-2,4-di-O-benzyl-β-D-mannopyranosyl)-(1-> 4)-1,6-anhydro-2-azido-3-O-benzyl-2-desoxy-β-D-glucopyranose

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Chemical Name:O-(2-O-Acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-(1-> 6)-O-(3-O-allyl-2,4-di-O-benzyl-β-D-mannopyranosyl)-(1-> 4)-1,6-anhydro-2-azido-3-O-benzyl-2-desoxy-β-D-glucopyranose
CAS No.:83273-00-1
Molecular Formula:C₆₅H₇₁N₃O₁₅
Molecular Weight:1134.29
Hs Code.:

O-(2-O-Acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-(1-> 6)-O-(3-O-allyl-2,4-di-O-benzyl-β-D-mannopyranosyl)-(1-> 4)-1,6-anhydro-2-azido-3-O-benzyl-2-desoxy-β-D-glucopyranose

Synonyms:O-(2-O-Acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-(1-> 6)-O-(3-O-allyl-2,4-di-O-benzyl-β-D-mannopyranosyl)-(1-> 4)-1,6-anhydro-2-azido-3-O-benzyl-2-desoxy-β-D-glucopyranose

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Chemical Property of O-(2-O-Acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-(1-> 6)-O-(3-O-allyl-2,4-di-O-benzyl-β-D-mannopyranosyl)-(1-> 4)-1,6-anhydro-2-azido-3-O-benzyl-2-desoxy-β-D-glucopyranose

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Technology Process of O-(2-O-Acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-(1-> 6)-O-(3-O-allyl-2,4-di-O-benzyl-β-D-mannopyranosyl)-(1-> 4)-1,6-anhydro-2-azido-3-O-benzyl-2-desoxy-β-D-glucopyranose

There total 9 articles about O-(2-O-Acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-(1-> 6)-O-(3-O-allyl-2,4-di-O-benzyl-β-D-mannopyranosyl)-(1-> 4)-1,6-anhydro-2-azido-3-O-benzyl-2-desoxy-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: 90.0%

: 65827-59-0
2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl chloride

: 83259-18-1
4-O-(3-O-Allyl-2,4-di-O-benzyl-β-D-mannopyranosyl)-1,6-anhydro-2-azido-3-O-benzyl-2-desoxy-β-D-glucopyranose

: 83273-00-1
O-(2-O-Acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-(1-> 6)-O-(3-O-allyl-2,4-di-O-benzyl-β-D-mannopyranosyl)-(1-> 4)-1,6-anhydro-2-azido-3-O-benzyl-2-desoxy-β-D-glucopyranose

Guidance literature:: With silver trifluoromethanesulfonate; tetramethylurea; In dichloromethane; at -15 ℃;
DOI:10.1016/S0008-6215(82)80026-8

Reference yield:

: 86900-44-9
1,6-anhydro-4-O-benzyl-β-D-mannopyranose

: 83273-00-1
O-(2-O-Acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-(1-> 6)-O-(3-O-allyl-2,4-di-O-benzyl-β-D-mannopyranosyl)-(1-> 4)-1,6-anhydro-2-azido-3-O-benzyl-2-desoxy-β-D-glucopyranose

Guidance literature:: Multi-step reaction with 7 steps

1: 80 percent / tetrabutylammonium bromide, 10 percent NaOH / CH₂Cl₂ / 18 h / Ambient temperature

2: 1) NaH / 1) DMF, O deg C, 30 min; 2) 0 deg C, 60 min

3: 85 percent / trifluoroacetic acid / 4 h / Ambient temperature

4: 83 percent / HBr / CH₂Cl₂ / 0.42 h / Ambient temperature

5: 1) silver silicat, molecular sieve (4 Angstroem) / 1) CH₂Cl₂, 2 h, room temp.; 2) 3 h, CH₂Cl₂

6: 93 percent / 0.45 N sodium methylate / methanol

7: 90 percent / Ag-Triflate, Me₂NCONMe₂ / CH₂Cl₂ / 1 h / Ambient temperature

With sodium hydroxide; silver silicate; 4 A molecular sieve; tetrabutylammomium bromide; hydrogen bromide; sodium methylate; silver trifluoromethanesulfonate; sodium hydride; tetramethylurea; In methanol; dichloromethane; trifluoroacetic acid;

Reference yield:

: 55682-57-0
1,6-anhydro-2-azido-3-O-benzyl-2-deoxy-β-D-glucopyranose

: 83273-00-1
O-(2-O-Acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-(1-> 6)-O-(3-O-allyl-2,4-di-O-benzyl-β-D-mannopyranosyl)-(1-> 4)-1,6-anhydro-2-azido-3-O-benzyl-2-desoxy-β-D-glucopyranose

Guidance literature:: Multi-step reaction with 3 steps

1: 1) silver silicat, molecular sieve (4 Angstroem) / 1) CH₂Cl₂, 2 h, room temp.; 2) 3 h, CH₂Cl₂

2: 93 percent / 0.45 N sodium methylate / methanol

3: 90 percent / Ag-Triflate, Me₂NCONMe₂ / CH₂Cl₂ / 1 h / Ambient temperature

With silver silicate; 4 A molecular sieve; sodium methylate; silver trifluoromethanesulfonate; tetramethylurea; In methanol; dichloromethane;