(S)-4-Ethyl-4-hydroxy-3,8-dioxo-3,4,7,8-tetrahydro-1H-pyrano[3,4-c]pyridine-6-carboxylic acid propyl ester

Base Information

Chemical Name:(S)-4-Ethyl-4-hydroxy-3,8-dioxo-3,4,7,8-tetrahydro-1H-pyrano[3,4-c]pyridine-6-carboxylic acid propyl ester
CAS No.:183434-02-8
Molecular Formula:C14H17NO6
Molecular Weight:295.292
Hs Code.:
Mol file:183434-02-8.mol

Synonyms:(S)-4-Ethyl-4-hydroxy-3,8-dioxo-3,4,7,8-tetrahydro-1H-pyrano[3,4-c]pyridine-6-carboxylic acid propyl ester;

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Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (S)-4-Ethyl-4-hydroxy-3,8-dioxo-3,4,7,8-tetrahydro-1H-pyrano[3,4-c]pyridine-6-carboxylic acid propyl ester

Chemical Property:

Melting Point:187.6-189 °C
Boiling Point:610.6±55.0 °C(Predicted)
PKA:9.19±0.60(Predicted)
PSA：105.69000
Density:1.35±0.1 g/cm3(Predicted)
LogP:0.59610

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Technology Process of (S)-4-Ethyl-4-hydroxy-3,8-dioxo-3,4,7,8-tetrahydro-1H-pyrano[3,4-c]pyridine-6-carboxylic acid propyl ester

There total 15 articles about (S)-4-Ethyl-4-hydroxy-3,8-dioxo-3,4,7,8-tetrahydro-1H-pyrano[3,4-c]pyridine-6-carboxylic acid propyl ester 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%

: 183434-00-6
propyl (S)-4-ethyl-3,4-dihydro-4-hydroxy-8-methoxy-3-oxo-1H-pyrano[3,4-c]pyridine-6-carboxylate

: 183434-02-8
propyl (S)-4-ethyl-3,4,7,8-tetrahydro-4-hydroxy-3,8-dioxo-1H-pyrano[3,4-c] pyridine-6-carboxylate

Guidance literature:: With chloro-trimethyl-silane; sodium iodide; In acetonitrile; at 20 ℃; for 3h;

Reference yield:

: 5398-44-7
2,6-dichloropyridine-4-carboxylic acid

: 183434-02-8
propyl (S)-4-ethyl-3,4,7,8-tetrahydro-4-hydroxy-3,8-dioxo-1H-pyrano[3,4-c] pyridine-6-carboxylate

Guidance literature:: Multi-step reaction with 14 steps

1: 84 percent / tetrahydrofuran / 1 h / 0 °C

2: 100 percent / TMSCl / 12 h / Ambient temperature

3: 89 percent / methanol / 20 h / Heating

4: 1.) n-BuLi / 1.) heptane, hexane, 0 deg C, 30 min, 2.) hexane, heptane, -30 deg C - 0 deg C, 1 h

5: 71 percent / NaBH₄, n-Bu₄NCl / H₂O / 18 h

6: 99.3 percent / t-BuOK / tetrahydrofuran / 1 h / 20 - 30 °C

7: 89 percent / Pd(OAc)2, K₂CO₃, DPP / dimethylformamide / 16 h / 90 °C / 775.7 Torr

9: 92 percent / OsO₄, Me₃NO*2H₂O / 2-methyl-propan-2-ol / 24 h / 40 °C

10: 76 percent / PS-30 catalyst / various solvent(s) / 48 h

11: 100 percent / NaOCl, 4-acetoxy-TEMPO, KBr, NaHCO₃ / CH₂Cl₂; H₂O / 0.67 h

12: 96 percent / H₂ / Pd/C / methanol / 96 h / 775.7 Torr / Ambient temperature; other catalyst, reaction time, temperature

13: 99 percent / TEMPO, KBr, NaHCO₃, NaOCl / CH₂Cl₂; H₂O / 0.5 h

14: 89 percent / TMSCl, NaI / acetonitrile / 6 h / 0 - 20 °C

With palladium diacetate; 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hypochlorite; sodium tetrahydroborate; osmium(VIII) oxide; n-butyllithium; chloro-trimethyl-silane; 4-acetoxy-2,2,6,6-tetramethylpiperidine-1-oxyl; trimethylamine-N-oxide; PS-30 catalyst; parathion; potassium tert-butylate; tetrabutyl-ammonium chloride; hydrogen; sodium hydrogencarbonate; potassium carbonate; sodium iodide; potassium bromide; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile; tert-butyl alcohol;
DOI:10.1021/jo970173f

Reference yield:

: 99-11-6
citrazinic acid

: 183434-02-8
propyl (S)-4-ethyl-3,4,7,8-tetrahydro-4-hydroxy-3,8-dioxo-1H-pyrano[3,4-c] pyridine-6-carboxylate

Guidance literature:: Multi-step reaction with 15 steps

1: 78 percent / POPCl₃, Me₄NCl / 2 h / 130 - 142 °C

2: 84 percent / tetrahydrofuran / 1 h / 0 °C

3: 100 percent / TMSCl / 12 h / Ambient temperature

4: 89 percent / methanol / 20 h / Heating

5: 1.) n-BuLi / 1.) heptane, hexane, 0 deg C, 30 min, 2.) hexane, heptane, -30 deg C - 0 deg C, 1 h

6: 71 percent / NaBH₄, n-Bu₄NCl / H₂O / 18 h

7: 99.3 percent / t-BuOK / tetrahydrofuran / 1 h / 20 - 30 °C

8: 89 percent / Pd(OAc)2, K₂CO₃, DPP / dimethylformamide / 16 h / 90 °C / 775.7 Torr

10: 92 percent / OsO₄, Me₃NO*2H₂O / 2-methyl-propan-2-ol / 24 h / 40 °C

11: 76 percent / PS-30 catalyst / various solvent(s) / 48 h

12: 100 percent / NaOCl, 4-acetoxy-TEMPO, KBr, NaHCO₃ / CH₂Cl₂; H₂O / 0.67 h

13: 96 percent / H₂ / Pd/C / methanol / 96 h / 775.7 Torr / Ambient temperature; other catalyst, reaction time, temperature

14: 99 percent / TEMPO, KBr, NaHCO₃, NaOCl / CH₂Cl₂; H₂O / 0.5 h

15: 89 percent / TMSCl, NaI / acetonitrile / 6 h / 0 - 20 °C

With palladium diacetate; 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hypochlorite; sodium tetrahydroborate; osmium(VIII) oxide; n-butyllithium; chloro-trimethyl-silane; 4-acetoxy-2,2,6,6-tetramethylpiperidine-1-oxyl; trimethylamine-N-oxide; POPCl₃; PS-30 catalyst; parathion; potassium tert-butylate; tetrabutyl-ammonium chloride; hydrogen; tetramethlyammonium chloride; sodium hydrogencarbonate; potassium carbonate; sodium iodide; potassium bromide; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile; tert-butyl alcohol;
DOI:10.1021/jo970173f