4-<2-<(2R,4R)-4-benzoyloxy-6-methoxy-3,4,5,6-tetrahydro-2H-pyran-2-yl>-ethyl>-3-pyridine carboxamide

Base Information

Chemical Name:4-<2-<(2R,4R)-4-benzoyloxy-6-methoxy-3,4,5,6-tetrahydro-2H-pyran-2-yl>-ethyl>-3-pyridine carboxamide
CAS No.:146431-54-1
Molecular Formula:C₂₁H₂₄N₂O₅
Molecular Weight:384.432
Hs Code.:

Synonyms:4-<2-<(2R,4R)-4-benzoyloxy-6-methoxy-3,4,5,6-tetrahydro-2H-pyran-2-yl>-ethyl>-3-pyridine carboxamide

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Chemical Property of 4-<2-<(2R,4R)-4-benzoyloxy-6-methoxy-3,4,5,6-tetrahydro-2H-pyran-2-yl>-ethyl>-3-pyridine carboxamide

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Technology Process of 4-<2-<(2R,4R)-4-benzoyloxy-6-methoxy-3,4,5,6-tetrahydro-2H-pyran-2-yl>-ethyl>-3-pyridine carboxamide

There total 7 articles about 4-<2-<(2R,4R)-4-benzoyloxy-6-methoxy-3,4,5,6-tetrahydro-2H-pyran-2-yl>-ethyl>-3-pyridine carboxamide 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: 85.0%

: 146431-53-0
4-<2-<(2R,4S)-4-hydroxy-6-methoxy-3,4,5,6-tetrahydro-2H-pyran-2-yl>-ethyl>-3-pyridine carboxamide

: 65-85-0,8013-63-6
benzoic acid

: 146431-54-1
4-<2-<(2R,4R)-4-benzoyloxy-6-methoxy-3,4,5,6-tetrahydro-2H-pyran-2-yl>-ethyl>-3-pyridine carboxamide

Guidance literature:: With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; for 2h;
DOI:10.1016/S0040-4020(01)80508-1

Reference yield:

: 5444-01-9
3-cyano-4-methylpyridine

: 146431-54-1
4-<2-<(2R,4R)-4-benzoyloxy-6-methoxy-3,4,5,6-tetrahydro-2H-pyran-2-yl>-ethyl>-3-pyridine carboxamide

Guidance literature:: Multi-step reaction with 4 steps

1: 1) NaH / 1) DMSO, room temp., 15 min 2) DMSO, room temp., 20 min

2: 78 percent / H₂ / 10percent Pd/C / ethanol / 4 h

3: 75 percent / H₂ / 10percent Pd/C / ethanol / 4 h

4: 85 percent / triphenylphosphine, DEAD / tetrahydrofuran / 2 h

With hydrogen; sodium hydride; triphenylphosphine; diethylazodicarboxylate; palladium on activated charcoal; In tetrahydrofuran; ethanol;
DOI:10.1016/S0040-4020(01)80508-1

Reference yield:

: 14241-58-8
(1R,3S,5S)-6,8-dioxabicyclo[3.2.1]octan-3-ol

: 146431-54-1
4-<2-<(2R,4R)-4-benzoyloxy-6-methoxy-3,4,5,6-tetrahydro-2H-pyran-2-yl>-ethyl>-3-pyridine carboxamide

Guidance literature:: Multi-step reaction with 7 steps

1: 1) NaH / 1) DMF, 0 deg C, 10 min, 2) room temp., overnight

2: 89 percent / amberlite IR H(+) / 12 h / 30 °C

3: 1) (COCl)2, DMSO, 2) NEt₃ / 1) CH₂Cl₂, -60 deg C, 15 min, 2) to room temp.

4: 1) NaH / 1) DMSO, room temp., 15 min 2) DMSO, room temp., 20 min

5: 78 percent / H₂ / 10percent Pd/C / ethanol / 4 h

6: 75 percent / H₂ / 10percent Pd/C / ethanol / 4 h

7: 85 percent / triphenylphosphine, DEAD / tetrahydrofuran / 2 h

With oxalyl dichloride; Amberlite IR H(+); hydrogen; sodium hydride; dimethyl sulfoxide; triethylamine; triphenylphosphine; diethylazodicarboxylate; palladium on activated charcoal; In tetrahydrofuran; ethanol;
DOI:10.1016/S0040-4020(01)80508-1