dodecyl 2-acetamido-3,4,6-O-tri-O-aceyl-2-deoxy-5a-carba-β-D-glucopyranoside

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Chemical Name:dodecyl 2-acetamido-3,4,6-O-tri-O-aceyl-2-deoxy-5a-carba-β-D-glucopyranoside
CAS No.:504422-47-3
Molecular Formula:C₂₇H₄₇NO₈
Molecular Weight:513.672
Hs Code.:

Synonyms:dodecyl 2-acetamido-3,4,6-O-tri-O-aceyl-2-deoxy-5a-carba-β-D-glucopyranoside

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Chemical Property of dodecyl 2-acetamido-3,4,6-O-tri-O-aceyl-2-deoxy-5a-carba-β-D-glucopyranoside

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Technology Process of dodecyl 2-acetamido-3,4,6-O-tri-O-aceyl-2-deoxy-5a-carba-β-D-glucopyranoside

There total 9 articles about dodecyl 2-acetamido-3,4,6-O-tri-O-aceyl-2-deoxy-5a-carba-β-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: 95.0%

: 108-24-7
acetic anhydride

: 504422-46-2
dodecyl 2-acetamido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-5a-carba-β-D-glucopyranoside

: 504422-47-3
dodecyl 2-acetamido-3,4,6-O-tri-O-aceyl-2-deoxy-5a-carba-β-D-glucopyranoside

Guidance literature:: dodecyl 2-acetamido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-5a-carba-β-D-glucopyranoside; With hydrogenchloride; hydrogen; palladium on activated charcoal; In ethanol; ethyl acetate;

acetic anhydride; With pyridine;
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

: 504422-47-3
dodecyl 2-acetamido-3,4,6-O-tri-O-aceyl-2-deoxy-5a-carba-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 7 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

4.1: 100 percent / NaOMe / methanol / 20 °C

5.1: 41 percent / NaH / dimethylformamide / 1.5 h / 0 °C

6.1: 68 percent / NaH / dimethylformamide / 0 - 20 °C

7.1: H₂; aq. HCl / Pd/C / ethyl acetate; ethanol

7.2: 95 percent / pyridine

With hydrogenchloride; sodium periodate; hydrogen; sodium methylate; sodium hydride; sodium hydrogencarbonate; toluene-4-sulfonic acid; palladium on activated charcoal; Raney nickel T-4; In methanol; ethanol; water; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1016/S0008-6215(02)00294-X

Reference yield:

: 90695-22-0
(1R)-(+)-(1,3,5/2,4)-2,3,4,5-tetrahydroxycyclohexane-1-methanol penta-acetate

: 504422-47-3
dodecyl 2-acetamido-3,4,6-O-tri-O-aceyl-2-deoxy-5a-carba-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 8 steps

1.1: NaOMe / methanol / 1 h / 20 °C

2.1: 4.5 g / p-TsOH*H₂O / dimethylformamide / 3 h / 50 °C

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

3.2: 56 percent / nitromethane; NaOMe / methanol / 12 h / 20 °C

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

4.2: 67 percent / pyridine / 20 °C

5.1: 100 percent / NaOMe / methanol / 20 °C

6.1: 41 percent / NaH / dimethylformamide / 1.5 h / 0 °C

7.1: 68 percent / NaH / dimethylformamide / 0 - 20 °C

8.1: H₂; aq. HCl / Pd/C / ethyl acetate; ethanol

8.2: 95 percent / pyridine

With hydrogenchloride; sodium periodate; hydrogen; sodium methylate; sodium hydride; sodium hydrogencarbonate; toluene-4-sulfonic acid; palladium on activated charcoal; Raney nickel T-4; In methanol; ethanol; water; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1016/S0008-6215(02)00294-X