2-Piperidinecarboxylic acid, 3-hydroxy-6-oxo-, (2R,3S)- (9CI)

Base Information

Chemical Name:2-Piperidinecarboxylic acid, 3-hydroxy-6-oxo-, (2R,3S)- (9CI)
CAS No.:479411-08-0
Molecular Formula:C₆H₉NO₄
Molecular Weight:159.142
Hs Code.:
Mol file:479411-08-0.mol

Synonyms:2-Piperidinecarboxylic acid, 3-hydroxy-6-oxo-, (2R,3S)- (9CI)

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Chemical Property of 2-Piperidinecarboxylic acid, 3-hydroxy-6-oxo-, (2R,3S)- (9CI)

Chemical Property:

Boiling Point:529.1±50.0 °C(Predicted)
PKA:3.29±0.40(Predicted)
Density:1.470±0.06 g/cm3(Predicted)

Purity/Quality:

Safty Information:

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Technology Process of 2-Piperidinecarboxylic acid, 3-hydroxy-6-oxo-, (2R,3S)- (9CI)

There total 11 articles about 2-Piperidinecarboxylic acid, 3-hydroxy-6-oxo-, (2R,3S)- (9CI) 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: 62.0%

: 479411-07-9
(2R,3S)-3-benzoyloxy-6-oxo-1-(toluene-4-sulfonyl)-piperidine-2-carboxylic acid

: 299208-59-6,479411-08-0
(2R,3S)-3-hydroxy-6-oxo-piperidine-2-carboxylic acid

Guidance literature:: With naphthalene; sodium; In tetrahydrofuran; at -78 ℃; for 0.5h;
DOI:10.1016/S0040-4020(02)00674-9

Reference yield: 60.0%

: 13865-19-5
4-oxobutanoic acid methyl ester

: 56-40-6,18875-39-3,25718-94-9
glycine

: 299208-58-5,714194-19-1
(S)-Amino-((S)-5-oxo-tetrahydro-furan-2-yl)-acetic acid

: 479411-08-0
(2S,3S)-3-Hydroxy-6-oxo-piperidine-2-carboxylic acid

: 63069-06-7
2-(S)-amino-3-(R)-hydroxy-6-carboxyhexanoic acid

: 179924-37-9,63069-06-7
2-(S)-amino-3-(S)-hydroxy-6-carboxyhexanoic acid

Guidance literature:: With serine hydroxymethyltransferase from E_. coli; Further byproducts given;
DOI:10.1016/S0040-4020(00)00416-6

Reference yield:

: 222986-35-8
(1R)-2-[(tert-butyldimethylsilyl)oxy]-1-(furan-2-yl)ethanol

: 299208-59-6,479411-08-0
(2R,3S)-3-hydroxy-6-oxo-piperidine-2-carboxylic acid

Guidance literature:: Multi-step reaction with 12 steps

1: 80 percent / diphenylphosphorazide; DBU / toluene / 10 h

2: hydrogen / 10 percent Pd/C / ethyl acetate / 0.67 h / 750.06 Torr

3: 2.57 g / triethylamine / CH₂Cl₂ / 3 h / 0 - 20 °C

4: 92 percent / m-chloroperbenzoic acide / CH₂Cl₂ / 4 h / 20 °C

5: 94 percent / BF₃*Et₂O; molecular sieves 4 Angstroem / tetrahydrofuran / 3 h / 0 °C

6: 89 percent / CeCl₃*7H₂O; NaBH₄ / methanol / 0.67 h / -30 °C

7: 87 percent / triethylamine / CH₂Cl₂ / 1 h / 20 °C

8: 92 percent / 4 Angstroem molecular sieves; m-chloroperbenzoic acid; BF₃*Et₂O / CH₂Cl₂ / 2 h / 20 °C

9: 89 percent / hydrogen / 10 percent Pd/C / methanol / 2 h / 750.06 Torr

10: 93 percent / TBAF / tetrahydrofuran / 2 h

11: 80 percent / NaIO₄; RuCl₃ / H₂O; CCl₄; acetonitrile / 2 h

12: 62 percent / naphthalene; sodium / tetrahydrofuran / 0.5 h / -78 °C

With ruthenium trichloride; sodium tetrahydroborate; sodium periodate; cerium(III) chloride; naphthalene; 4 A molecular sieve; diphenyl phosphoryl azide; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; hydrogen; sodium; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; 3-chloro-benzenecarboperoxoic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; tetrachloromethane; dichloromethane; water; ethyl acetate; toluene; acetonitrile;
DOI:10.1016/S0040-4020(02)00674-9