3,4,6-tri-O-acetyl-α-D-glucopyranose 1,2-< orthoacetate>

Base Information

Chemical Name:3,4,6-tri-O-acetyl-α-D-glucopyranose 1,2-< orthoacetate>
CAS No.:131204-11-0
Molecular Formula:C₄₆H₆₁NO₂₄
Molecular Weight:1011.98
Hs Code.:

3,4,6-tri-O-acetyl-α-D-glucopyranose 1,2-<<allyl 2-acetamido-3-O-benzyl-2-deoxy-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-β-D-glucopyranosid-6-yl> orthoacetate>

Synonyms:3,4,6-tri-O-acetyl-α-D-glucopyranose 1,2-< orthoacetate>

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Chemical Property of 3,4,6-tri-O-acetyl-α-D-glucopyranose 1,2-< orthoacetate>

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Technology Process of 3,4,6-tri-O-acetyl-α-D-glucopyranose 1,2-< orthoacetate>

There total 9 articles about 3,4,6-tri-O-acetyl-α-D-glucopyranose 1,2-< orthoacetate> 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: 34.0%

: 131204-08-5
allyl 2-acetamido-3-O-benzyl-2-deoxy-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-β-D-glucopyranoside

: 572-09-8
2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide

: 131204-11-0
3,4,6-tri-O-acetyl-α-D-glucopyranose 1,2-< orthoacetate>

Guidance literature:: With 4 A molecular sieve; silver trifluoromethanesulfonate; tetramethylurea; In dichloromethane; at 0 ℃; for 24h;
DOI:10.1016/0008-6215(90)80134-O

Reference yield:

: 54400-75-8,64650-83-5,88903-97-3,116347-86-5,140849-88-3,144300-01-6,54400-77-0
allyl 2-acetamido-2-deoxy-β-D-glucopyranoside

: 131204-11-0
3,4,6-tri-O-acetyl-α-D-glucopyranose 1,2-< orthoacetate>

Guidance literature:: Multi-step reaction with 7 steps

1: 92.2 percent / p-toluenesulfonic acid / dimethylformamide / 24 h / Ambient temperature

2: 98.5 percent / barium oxide, barium hydroxide octahydrate / dimethylformamide / 12 h / Ambient temperature

3: 97.2 percent / pyridinium p-toluenesulfonate / methanol / 0.17 h / Heating

4: 1) dibutyltin oxide, 2) tetrabutylammonium iodide / 1) benzene, 3 h, reflux, 2) 45-50 deg C, 6 h

5: 64.7 percent / 4 Angstroem molecular sieves / mercury(II) cyanide / nitromethane; toluene / 4 h / Ambient temperature

6: 83.8 percent / 2,3-dichloro-5,6-dicyano-1,4-benzoquinone / CH₂Cl₂; H₂O / 3 h / Ambient temperature

7: mercury(II) cyanide / nitromethane; toluene

With barium hydroxide octahydrate; 4 A molecular sieve; mercury(II) cyanide; pyridinium p-toluenesulfonate; tetra-(n-butyl)ammonium iodide; di(n-butyl)tin oxide; toluene-4-sulfonic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; barium(II) oxide; mercury(II) cyanide; In methanol; nitromethane; dichloromethane; water; N,N-dimethyl-formamide; toluene;
DOI:10.1016/0008-6215(90)80134-O

Reference yield:

: 100-39-0
benzyl bromide

: 131204-11-0
3,4,6-tri-O-acetyl-α-D-glucopyranose 1,2-< orthoacetate>

Guidance literature:: Multi-step reaction with 6 steps

1: 98.5 percent / barium oxide, barium hydroxide octahydrate / dimethylformamide / 12 h / Ambient temperature

2: 97.2 percent / pyridinium p-toluenesulfonate / methanol / 0.17 h / Heating

3: 1) dibutyltin oxide, 2) tetrabutylammonium iodide / 1) benzene, 3 h, reflux, 2) 45-50 deg C, 6 h

4: 64.7 percent / 4 Angstroem molecular sieves / mercury(II) cyanide / nitromethane; toluene / 4 h / Ambient temperature

5: 83.8 percent / 2,3-dichloro-5,6-dicyano-1,4-benzoquinone / CH₂Cl₂; H₂O / 3 h / Ambient temperature

6: mercury(II) cyanide / nitromethane; toluene

With barium hydroxide octahydrate; 4 A molecular sieve; mercury(II) cyanide; pyridinium p-toluenesulfonate; tetra-(n-butyl)ammonium iodide; di(n-butyl)tin oxide; 2,3-dicyano-5,6-dichloro-p-benzoquinone; barium(II) oxide; mercury(II) cyanide; In methanol; nitromethane; dichloromethane; water; N,N-dimethyl-formamide; toluene;
DOI:10.1016/0008-6215(90)80134-O