2-azi-4-p-toluenesulfonyloxybutyl 2,3,4,6-tetra-O-benzyl-α-D-glucopyranoside

Base Information

Chemical Name:2-azi-4-p-toluenesulfonyloxybutyl 2,3,4,6-tetra-O-benzyl-α-D-glucopyranoside
CAS No.:141242-45-7
Molecular Formula:C₄₅H₄₈N₂O₉S
Molecular Weight:792.95
Hs Code.:

Synonyms:2-azi-4-p-toluenesulfonyloxybutyl 2,3,4,6-tetra-O-benzyl-α-D-glucopyranoside

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Chemical Property of 2-azi-4-p-toluenesulfonyloxybutyl 2,3,4,6-tetra-O-benzyl-α-D-glucopyranoside

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Technology Process of 2-azi-4-p-toluenesulfonyloxybutyl 2,3,4,6-tetra-O-benzyl-α-D-glucopyranoside

There total 10 articles about 2-azi-4-p-toluenesulfonyloxybutyl 2,3,4,6-tetra-O-benzyl-α-D-glucopyranoside 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: 83.5%

: 141242-44-6
2-azi-4-hydroxybutyl 2,3,4,6-tetra-O-benzyl-α-D-glucopyranoside

: 98-59-9
p-toluenesulfonyl chloride

: 141242-45-7
2-azi-4-p-toluenesulfonyloxybutyl 2,3,4,6-tetra-O-benzyl-α-D-glucopyranoside

Guidance literature:: With pyridine; In dichloromethane; for 72h; Ambient temperature;
DOI:10.1016/0008-6215(92)80041-X

Reference yield:

: 6207-45-0
2-allyloxy-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran

: 141242-45-7
2-azi-4-p-toluenesulfonyloxybutyl 2,3,4,6-tetra-O-benzyl-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 8 steps

1: 95 percent / ozone / CH₂Cl₂; methanol / 2 h / -75 °C

2: 1) Mg / 1) ether, 2) ether, 1h

3: 1) ozone, 2) NaBH₄ / 1) MeOH, -75 deg C, 70 min, 2) -75 deg C to r.t.

4: 86 percent / pyridine / Ambient temperature

5: 89 percent / pyridinium chlorochromate, pyridine / CH₂Cl₂

6: 56.8 percent / formic acid / diethyl ether / 1 h / Ambient temperature

7: 1a) ammonia, 1b) hydroxylamine O-sulfonic acid, 2) methanolic 10percent iodine, triethylamine / 1a) MeOH, -20 deg C, 4 h, b) MeOH, -50 deg C to r.t., overnight, 2) 0 deg C

8: 83.5 percent / pyridine / CH₂Cl₂ / 72 h / Ambient temperature

With pyridine; sodium tetrahydroborate; formic acid; ammonia; iodine; ozone; magnesium; triethylamine; pyridinium chlorochromate; hydroxylamine-O-sulfonic acid; In methanol; diethyl ether; dichloromethane;
DOI:10.1016/0008-6215(92)80041-X

Reference yield:

: 100-44-7
benzyl chloride

: 141242-45-7
2-azi-4-p-toluenesulfonyloxybutyl 2,3,4,6-tetra-O-benzyl-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 9 steps

1: 91 percent / sodium hydride / dimethylformamide / 15 h

2: 95 percent / ozone / CH₂Cl₂; methanol / 2 h / -75 °C

3: 1) Mg / 1) ether, 2) ether, 1h

4: 1) ozone, 2) NaBH₄ / 1) MeOH, -75 deg C, 70 min, 2) -75 deg C to r.t.

5: 86 percent / pyridine / Ambient temperature

6: 89 percent / pyridinium chlorochromate, pyridine / CH₂Cl₂

7: 56.8 percent / formic acid / diethyl ether / 1 h / Ambient temperature

8: 1a) ammonia, 1b) hydroxylamine O-sulfonic acid, 2) methanolic 10percent iodine, triethylamine / 1a) MeOH, -20 deg C, 4 h, b) MeOH, -50 deg C to r.t., overnight, 2) 0 deg C

9: 83.5 percent / pyridine / CH₂Cl₂ / 72 h / Ambient temperature

With pyridine; sodium tetrahydroborate; formic acid; ammonia; iodine; sodium hydride; ozone; magnesium; triethylamine; pyridinium chlorochromate; hydroxylamine-O-sulfonic acid; In methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(92)80041-X