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

Base Information

Chemical Name:O-(2-O-Acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-(1-> 6)-O-(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.:86861-55-4
Molecular Formula:C₆₂H₆₇N₃O₁₅
Molecular Weight:1094.23
Hs Code.:

O-(2-O-Acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-(1-> 6)-O-(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-(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-(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 11 articles about O-(2-O-Acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-(1-> 6)-O-(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: 73.0%

: 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

: 86861-55-4
O-(2-O-Acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-(1-> 6)-O-(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 sodium acetate; palladium dichloride; In water; acetic acid; for 24h; Ambient temperature;

Reference yield:

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

: 86861-55-4
O-(2-O-Acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-(1-> 6)-O-(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 2 steps

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

2: 73 percent / PdCl₂, sodium acetate / acetic acid; H₂O / 24 h / Ambient temperature

With sodium acetate; silver trifluoromethanesulfonate; tetramethylurea; palladium dichloride; In dichloromethane; water; acetic acid;

Reference yield:

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

: 86861-55-4
O-(2-O-Acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-(1-> 6)-O-(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 8 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

8: 73 percent / PdCl₂, sodium acetate / acetic acid; H₂O / 24 h / Ambient temperature

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