2-acetamido-3-O-acetyl-4,6-O-benzylidene-2-deoxy-5a-carba-β-D-glucopyranose acetate

Base Information

Chemical Name:2-acetamido-3-O-acetyl-4,6-O-benzylidene-2-deoxy-5a-carba-β-D-glucopyranose acetate
CAS No.:504422-39-3
Molecular Formula:C₂₀H₂₅NO₇
Molecular Weight:391.421
Hs Code.:

Synonyms:2-acetamido-3-O-acetyl-4,6-O-benzylidene-2-deoxy-5a-carba-β-D-glucopyranose acetate

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Chemical Property of 2-acetamido-3-O-acetyl-4,6-O-benzylidene-2-deoxy-5a-carba-β-D-glucopyranose acetate

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Technology Process of 2-acetamido-3-O-acetyl-4,6-O-benzylidene-2-deoxy-5a-carba-β-D-glucopyranose acetate

There total 6 articles about 2-acetamido-3-O-acetyl-4,6-O-benzylidene-2-deoxy-5a-carba-β-D-glucopyranose acetate 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: 67.0%

: 108-24-7
acetic anhydride

: 504422-37-1
4,6-O-benzylidene-2-deoxy-2-nitro-5a-carba-β-D-glucopyranose

: 504422-39-3
2-acetamido-3-O-acetyl-4,6-O-benzylidene-2-deoxy-5a-carba-β-D-glucopyranose acetate

Guidance literature:: 4,6-O-benzylidene-2-deoxy-2-nitro-5a-carba-β-D-glucopyranose; With hydrogen; Raney nickel T-4; In methanol; at 20 ℃; for 40h; under 1875.15 Torr;

acetic anhydride; With pyridine; at 20 ℃;
DOI:10.1016/S0008-6215(02)00294-X

Reference yield:

: 1125-88-8
benzaldehyde dimethyl acetal

: 504422-39-3
2-acetamido-3-O-acetyl-4,6-O-benzylidene-2-deoxy-5a-carba-β-D-glucopyranose acetate

Guidance literature:: Multi-step reaction with 3 steps

1.1: 4.5 g / p-TsOH*H₂O / dimethylformamide / 3 h / 50 °C

2.1: NaIO₄; NaHCO₃ / H₂O / 5 h / 20 °C

2.2: 56 percent / nitromethane; NaOMe / methanol / 12 h / 20 °C

3.1: H₂ / Raney nickel T-4 / methanol / 40 h / 20 °C / 1875.15 Torr

3.2: 67 percent / pyridine / 20 °C

With sodium periodate; hydrogen; sodium hydrogencarbonate; toluene-4-sulfonic acid; Raney nickel T-4; In methanol; water; N,N-dimethyl-formamide;
DOI:10.1016/S0008-6215(02)00294-X

Reference yield:

: 86117-82-0
(1R)-(+)-(1,3,5/2,4)-2,3,4,5-tetrahydroxycyclohexane-1-methanol

: 504422-39-3
2-acetamido-3-O-acetyl-4,6-O-benzylidene-2-deoxy-5a-carba-β-D-glucopyranose acetate

Guidance literature:: Multi-step reaction with 3 steps

1.1: 4.5 g / p-TsOH*H₂O / dimethylformamide / 3 h / 50 °C

2.1: NaIO₄; NaHCO₃ / H₂O / 5 h / 20 °C

2.2: 56 percent / nitromethane; NaOMe / methanol / 12 h / 20 °C

3.1: H₂ / Raney nickel T-4 / methanol / 40 h / 20 °C / 1875.15 Torr

3.2: 67 percent / pyridine / 20 °C

With sodium periodate; hydrogen; sodium hydrogencarbonate; toluene-4-sulfonic acid; Raney nickel T-4; In methanol; water; N,N-dimethyl-formamide;
DOI:10.1016/S0008-6215(02)00294-X