Methyl-2-azido-3,4-di-O-benzyl-2-desoxy-β-D-mannohexodialdo-1,5-pyranosid

Base Information

Chemical Name:Methyl-2-azido-3,4-di-O-benzyl-2-desoxy-β-D-mannohexodialdo-1,5-pyranosid
CAS No.:97604-80-3
Molecular Formula:C₂₁H₂₃N₃O₅
Molecular Weight:397.431
Hs Code.:

Synonyms:Methyl-2-azido-3,4-di-O-benzyl-2-desoxy-β-D-mannohexodialdo-1,5-pyranosid

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Chemical Property of Methyl-2-azido-3,4-di-O-benzyl-2-desoxy-β-D-mannohexodialdo-1,5-pyranosid

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Technology Process of Methyl-2-azido-3,4-di-O-benzyl-2-desoxy-β-D-mannohexodialdo-1,5-pyranosid

There total 7 articles about Methyl-2-azido-3,4-di-O-benzyl-2-desoxy-β-D-mannohexodialdo-1,5-pyranosid 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: 76.0%

: 97604-79-0
Methyl-2-azido-3,4-di-O-benzyl-2-desoxy-β-D-mannopyranosid

: 97604-80-3
Methyl-2-azido-3,4-di-O-benzyl-2-desoxy-β-D-mannohexodialdo-1,5-pyranosid

Guidance literature:: With acetic anhydride; dimethyl sulfoxide; for 16h; Ambient temperature;
DOI:10.1016/0008-6215(85)85193-4

Reference yield:

: 95451-93-7
3,4,6-Tri-O-acetyl-2-azido-2-deoxy-α-D-mannopyranosyl bromide

: 97604-80-3
Methyl-2-azido-3,4-di-O-benzyl-2-desoxy-β-D-mannohexodialdo-1,5-pyranosid

Guidance literature:: Multi-step reaction with 6 steps

1: 89 percent / molecular sieves 4 Angstroem / Ag₂SiO₃ / toluene / 5 h / -30 °C

2: 98 percent / sodiummethoxide / methanol / 5 h / Ambient temperature

3: pyridine / 1 h / 80 °C

4: 97 percent / NaH / dimethylformamide / 2 h / Ambient temperature

5: 78 percent / aq. acetic acid / tetrahydrofuran / 1 h / 80 °C

6: 76 percent / dimethylsulfoxide, acetic anhydride / 16 h / Ambient temperature

With pyridine; 4 A molecular sieve; sodium methylate; acetic anhydride; sodium hydride; acetic acid; dimethyl sulfoxide; silver silicate; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; toluene;
DOI:10.1016/0008-6215(85)85193-4

Reference yield:

: 2873-29-2
D-glucal triacetate

: 97604-80-3
Methyl-2-azido-3,4-di-O-benzyl-2-desoxy-β-D-mannohexodialdo-1,5-pyranosid

Guidance literature:: Multi-step reaction with 8 steps

1: 1.) (NH₄)23)6>, NaN₃ / 1.) EtOAc, CH₃CN, -40 deg C, 6 d; 2.) glacial acetic acid, 100 deg C, 1 h

2: 98 percent / TiBr₄ / CH₂Cl₂; ethyl acetate / 144 h

3: 89 percent / molecular sieves 4 Angstroem / Ag₂SiO₃ / toluene / 5 h / -30 °C

4: 98 percent / sodiummethoxide / methanol / 5 h / Ambient temperature

5: pyridine / 1 h / 80 °C

6: 97 percent / NaH / dimethylformamide / 2 h / Ambient temperature

7: 78 percent / aq. acetic acid / tetrahydrofuran / 1 h / 80 °C

8: 76 percent / dimethylsulfoxide, acetic anhydride / 16 h / Ambient temperature

With pyridine; sodium azide; ammonium cerium(IV) nitrate; 4 A molecular sieve; sodium methylate; acetic anhydride; titanium(IV) bromide; sodium hydride; acetic acid; dimethyl sulfoxide; silver silicate; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; toluene;
DOI:10.1016/0008-6215(85)85193-4