2-(N-acetylbenzylamino)-1,6-anhydro-3-O-benzyl-2-deoxy-4-O-(3-O-allyl-2,4,6-tri-O-benzyl-β-D-mannopyranosyl)-β-D-glucopyranose

Base Information

Chemical Name:2-(N-acetylbenzylamino)-1,6-anhydro-3-O-benzyl-2-deoxy-4-O-(3-O-allyl-2,4,6-tri-O-benzyl-β-D-mannopyranosyl)-β-D-glucopyranose
CAS No.:91595-28-7
Molecular Formula:C₅₂H₅₇NO₁₀
Molecular Weight:856.025
Hs Code.:

Synonyms:2-(N-acetylbenzylamino)-1,6-anhydro-3-O-benzyl-2-deoxy-4-O-(3-O-allyl-2,4,6-tri-O-benzyl-β-D-mannopyranosyl)-β-D-glucopyranose

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Chemical Property of 2-(N-acetylbenzylamino)-1,6-anhydro-3-O-benzyl-2-deoxy-4-O-(3-O-allyl-2,4,6-tri-O-benzyl-β-D-mannopyranosyl)-β-D-glucopyranose

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Technology Process of 2-(N-acetylbenzylamino)-1,6-anhydro-3-O-benzyl-2-deoxy-4-O-(3-O-allyl-2,4,6-tri-O-benzyl-β-D-mannopyranosyl)-β-D-glucopyranose

There total 6 articles about 2-(N-acetylbenzylamino)-1,6-anhydro-3-O-benzyl-2-deoxy-4-O-(3-O-allyl-2,4,6-tri-O-benzyl-β-D-mannopyranosyl)-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: 84.6%

: 100-39-0
benzyl bromide

: 88087-37-0
2-acetamido-1,6-anhydro-3-O-benzyl-2-deoxy-4-O-(3-O-allyl-4,6-di-O-benzyl-β-D-mannopyranosyl)-β-D-glucopyranose

: 91595-28-7
2-(N-acetylbenzylamino)-1,6-anhydro-3-O-benzyl-2-deoxy-4-O-(3-O-allyl-2,4,6-tri-O-benzyl-β-D-mannopyranosyl)-β-D-glucopyranose

: 88087-39-2
2-acetamido-1,6-anhydro-3-O-benzyl-2-deoxy-4-O-(3-O-allyl-2,4,6-tri-O-benzyl-β-D-mannopyranosyl)-β-D-glucopyranose

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; Ambient temperature; excess of NaH;

Reference yield:

: 91595-26-5
2-O-acetyl-3-O-allyl-4,6-di-O-benzyl-α-D-glucopyranosyl bromide

: 91595-28-7
2-(N-acetylbenzylamino)-1,6-anhydro-3-O-benzyl-2-deoxy-4-O-(3-O-allyl-2,4,6-tri-O-benzyl-β-D-mannopyranosyl)-β-D-glucopyranose

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) Hg(CN)2, HgBr₂, Dierite; 2.) MeONa / 1.) benzene, nitromethane, 48 h, r.t.; 2.) MeOH, r.t.

2: DCC, pyridine, trifluoroacetic acid / dimethylsulfoxide; benzene / 46 h / Ambient temperature

3: NaBH₄ / CH₂Cl₂; methanol / Ambient temperature

4: 35.7 percent / NaH / dimethylformamide / Ambient temperature; equimolar NaH

With pyridine; sodium tetrahydroborate; Dierite; sodium methylate; mercury(II) cyanide; sodium hydride; dicyclohexyl-carbodiimide; trifluoroacetic acid; mercury dibromide; In methanol; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; benzene;

Reference yield:

: 91595-23-2,91595-24-3
1,2-di-O-acetyl-3-O-allyl-4,6-di-O-benzyl-D-glucopyranose

: 91595-28-7
2-(N-acetylbenzylamino)-1,6-anhydro-3-O-benzyl-2-deoxy-4-O-(3-O-allyl-2,4,6-tri-O-benzyl-β-D-mannopyranosyl)-β-D-glucopyranose

Guidance literature:: Multi-step reaction with 5 steps

1: 100 percent / HBr, AcOH / CH₂Cl₂ / 0.17 h / 0 °C

2: 1.) Hg(CN)2, HgBr₂, Dierite; 2.) MeONa / 1.) benzene, nitromethane, 48 h, r.t.; 2.) MeOH, r.t.

3: DCC, pyridine, trifluoroacetic acid / dimethylsulfoxide; benzene / 46 h / Ambient temperature

4: NaBH₄ / CH₂Cl₂; methanol / Ambient temperature

5: 35.7 percent / NaH / dimethylformamide / Ambient temperature; equimolar NaH

With pyridine; sodium tetrahydroborate; Dierite; hydrogen bromide; sodium methylate; mercury(II) cyanide; sodium hydride; acetic acid; dicyclohexyl-carbodiimide; trifluoroacetic acid; mercury dibromide; In methanol; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; benzene;