methyl (3R,5S) 7-(3-aminocarbonyl-4-pyridyl)-3-benzyloxy-5-hydroxy heptanoate

Base Information

Chemical Name:methyl (3R,5S) 7-(3-aminocarbonyl-4-pyridyl)-3-benzyloxy-5-hydroxy heptanoate
CAS No.:131423-62-6
Molecular Formula:C₂₁H₂₆N₂O₅
Molecular Weight:386.448
Hs Code.:

Synonyms:methyl (3R,5S) 7-(3-aminocarbonyl-4-pyridyl)-3-benzyloxy-5-hydroxy heptanoate

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Chemical Property of methyl (3R,5S) 7-(3-aminocarbonyl-4-pyridyl)-3-benzyloxy-5-hydroxy heptanoate

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Technology Process of methyl (3R,5S) 7-(3-aminocarbonyl-4-pyridyl)-3-benzyloxy-5-hydroxy heptanoate

There total 6 articles about methyl (3R,5S) 7-(3-aminocarbonyl-4-pyridyl)-3-benzyloxy-5-hydroxy heptanoate 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: 65.0%

: 67-56-1
methanol

: 131423-61-5
4-<2-<(2S,4R)-4-benzyloxy-6-hydroxy-3,4,5,6-tetrahydro-2H-pyran-2-yl>-ethyl>-3-pyridinecarboxamide

: 131423-62-6
methyl (3R,5S) 7-(3-aminocarbonyl-4-pyridyl)-3-benzyloxy-5-hydroxy heptanoate

Guidance literature:: With silver(l) oxide; In methanol; for 3h; Heating;
DOI:10.1016/S0040-4020(01)87862-5

Reference yield:

: 131423-58-0
(2R,4S)-4-benzyloxy-6-hepten-1,2-diol

: 131423-62-6
methyl (3R,5S) 7-(3-aminocarbonyl-4-pyridyl)-3-benzyloxy-5-hydroxy heptanoate

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) ozone / 1.) CH₂Cl₂/MeOH, -78 degC

2: 1.) oxalylchloride, DMSO, 2.) Et₃N / 1.) CH₂Cl₂, - 60 deg C, 20 min, 2.)- 60 deg C, 1 h

3: 1.) NaH / 1.) DMSO, 20 min, r.t, 2.) DMSO, 20 min, r.t.

4: 93 percent / H₂ / 10percent Pd/C / methanol / 1 h / 40 °C / 2250.2 Torr

5: 87 percent / 3 N HCl / tetrahydrofuran / 0.5 h / Heating

6: 65 percent / Ag₂O / methanol / 3 h / Heating

With hydrogenchloride; Chloro-oxo-acetic acid; hydrogen; sodium hydride; ozone; dimethyl sulfoxide; triethylamine; silver(l) oxide; palladium on activated charcoal; In tetrahydrofuran; methanol;
DOI:10.1016/S0040-4020(01)87862-5

Reference yield:

: 131487-16-6
(2R,4R)-4-benzyloxy-6-methoxy-3,4,5,6-tetrahydro-2-methanal-2H-pyrane

: 131423-62-6
methyl (3R,5S) 7-(3-aminocarbonyl-4-pyridyl)-3-benzyloxy-5-hydroxy heptanoate

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) NaH / 1.) DMSO, 20 min, r.t, 2.) DMSO, 20 min, r.t.

2: 93 percent / H₂ / 10percent Pd/C / methanol / 1 h / 40 °C / 2250.2 Torr

3: 87 percent / 3 N HCl / tetrahydrofuran / 0.5 h / Heating

4: 65 percent / Ag₂O / methanol / 3 h / Heating

With hydrogenchloride; hydrogen; sodium hydride; silver(l) oxide; palladium on activated charcoal; In tetrahydrofuran; methanol;
DOI:10.1016/S0040-4020(01)87862-5