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

Base Information

Chemical Name:4-O-(6-O-Acetyl-3-O-allyl-2,4-di-O-benzyl-β-D-mannopyranosyl)-1,6-anhydro-2-azido-3-O-benzyl-2-desoxy-β-D-glucopyranose
CAS No.:83259-14-7
Molecular Formula:C₃₈H₄₃N₃O₁₀
Molecular Weight:701.774
Hs Code.:

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

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

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

There total 7 articles about 4-O-(6-O-Acetyl-3-O-allyl-2,4-di-O-benzyl-β-D-mannopyranosyl)-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: 62.0%

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

: 83259-13-6
6-O-acetyl-3-O-allyl-2,4-di-O-benzyl-α-D-mannopyranosyl bromide

: 83259-14-7
4-O-(6-O-Acetyl-3-O-allyl-2,4-di-O-benzyl-β-D-mannopyranosyl)-1,6-anhydro-2-azido-3-O-benzyl-2-desoxy-β-D-glucopyranose

Guidance literature:: silver; silicon; In dichloromethane; Ambient temperature;
DOI:10.1016/S0008-6215(82)80026-8

Reference yield:

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

: 83259-14-7
4-O-(6-O-Acetyl-3-O-allyl-2,4-di-O-benzyl-β-D-mannopyranosyl)-1,6-anhydro-2-azido-3-O-benzyl-2-desoxy-β-D-glucopyranose

Guidance literature:: Multi-step reaction with 5 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

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

Reference yield:

: 100-39-0
benzyl bromide

: 83259-14-7
4-O-(6-O-Acetyl-3-O-allyl-2,4-di-O-benzyl-β-D-mannopyranosyl)-1,6-anhydro-2-azido-3-O-benzyl-2-desoxy-β-D-glucopyranose

Guidance literature:: Multi-step reaction with 5 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

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