CAS No.33224-01-0,TRANS-1-METHYL-4-CARBOXY-5-(3-PYRIDYL)-2-PYRROLIDINONE Suppliers,MSDS download

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Basic Information

CAS No.:

33224-01-0

Name:

TRANS-1-METHYL-4-CARBOXY-5-(3-PYRIDYL)-2-PYRROLIDINONE

Article Data:

Molecular Structure:

Formula:

C11H12 N2 O3

Molecular Weight:

220.228

Synonyms:

3-Pyrrolidinecarboxylicacid, 1-methyl-5-oxo-2-(3-pyridinyl)-, (2S-trans)-; (2S)-trans-4-Cotininecarboxylicacid; trans-4-Cotininecarboxylic acid

Density:

1.327g/cm³

Melting Point:

194-195 °C(lit.)

Boiling Point:

483.8°Cat760mmHg

Flash Point:

246.4°C

Appearance:

White Crystalline Solid

Hazard Symbols:

Risk Codes:

36/37/38

Safety:

Hazard Codes	Xi
Risk Statements	36/37/38
Safety Statements	26-37/39
WGK Germany	3

PSA:

70.50000

LogP:

0.62350

Synthetic route

: rac trans-4-cotinine carboxylic acid

A: (2R,3R)-cotinine carboxylic acid

B: 33224-01-0
(2S,3S)-1-methyl-5-oxo-2-(pyridin-3-yl)pyrrolidine-3-carboxylic acid

Conditions

Conditions	Yield
With ammonium formate In methanol at 20℃; Reagent/catalyst; Solvent; Resolution of racemate;

: 474082-35-4
2-(2-(2-(2-(2-(2-(2-(2-(2-(2-aminoethoxy)ethoxy)ethoxy)ethoxy)ethoxy)ethoxy)ethoxy)ethoxy)ethoxy)ethanamine

: 33224-01-0
(2S,3S)-1-methyl-5-oxo-2-(pyridin-3-yl)pyrrolidine-3-carboxylic acid

: (2S,3S)-N-(29-amino-3,6,9,12,15,18,21,24,27-nonaoxanonacosyl)-1-methyl-5-oxo-2-(pyridin-3-yl)pyrrolidine-3-carboxamide

Conditions

Conditions	Yield
Stage #1: (2S,3S)-1-methyl-5-oxo-2-(pyridin-3-yl)pyrrolidine-3-carboxylic acid With O-(N-succinimidyl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine In dimethyl sulfoxide for 0.25h; Sonication; Stage #2: 2-(2-(2-(2-(2-(2-(2-(2-(2-(2-aminoethoxy)ethoxy)ethoxy)ethoxy)ethoxy)ethoxy)ethoxy)ethoxy)ethoxy)ethanamine In dimethyl sulfoxide for 0.25h; Sonication;	28.9%

: 186581-53-3, 908094-01-9
diazomethane

: 33224-01-0
(2S,3S)-1-methyl-5-oxo-2-(pyridin-3-yl)pyrrolidine-3-carboxylic acid

: 33224-03-2
trans-4'-carboxycotinine methyl ester

Conditions

Conditions	Yield
In acetone at 20℃; for 0.333333h;	39 mg

: 68858-20-8
Fmoc-Val-OH

: C39H59NO15

: 71989-38-3
Fmoc-Tyr(tBu)-OH

: 71989-26-9
Fmoc-Lys(tert-butoxycarbonyl)

: 71989-28-1
N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-methionine

: 71989-28-1, 144701-23-5, 112883-40-6
Nα-fluorenyl-9-methoxycarbonyl-D-Met

: 33224-01-0
(2S,3S)-1-methyl-5-oxo-2-(pyridin-3-yl)pyrrolidine-3-carboxylic acid

: 143824-78-6
3-[(S)-2-carboxy-2-(9H-fluoren-9-ylmethoxycarbonylamino)ethyl]indole-1-carboxylic acid tert-butyl ester

: W peptide

Conditions

Conditions	Yield
Stage #1: Nα-fluorenyl-9-methoxycarbonyl-D-Met With 4-methyl-morpholine; benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate In N,N-dimethyl-formamide at 20℃; for 2h; MBHA link amide resin; Automated synthesizer; Stage #2: With piperidine In N,N-dimethyl-formamide at 20℃; for 0.166667h; MBHA link amide resin; Automated synthesizer; Stage #3: Fmoc-Val-OH; C39H59NO15; Fmoc-Tyr(tBu)-OH; Fmoc-Lys(tert-butoxycarbonyl); N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-methionine; (2S,3S)-1-methyl-5-oxo-2-(pyridin-3-yl)pyrrolidine-3-carboxylic acid; 3-[(S)-2-carboxy-2-(9H-fluoren-9-ylmethoxycarbonylamino)ethyl]indole-1-carboxylic acid tert-butyl ester Further stages;

Yield

Stage #1: Nα-fluorenyl-9-methoxycarbonyl-D-Met With 4-methyl-morpholine; benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate In N,N-dimethyl-formamide at 20℃; for 2h; MBHA link amide resin; Automated synthesizer;
Stage #2: With piperidine In N,N-dimethyl-formamide at 20℃; for 0.166667h; MBHA link amide resin; Automated synthesizer;
Stage #3: Fmoc-Val-OH; C39H59NO15; Fmoc-Tyr(tBu)-OH; Fmoc-Lys(tert-butoxycarbonyl); N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-methionine; (2S,3S)-1-methyl-5-oxo-2-(pyridin-3-yl)pyrrolidine-3-carboxylic acid; 3-[(S)-2-carboxy-2-(9H-fluoren-9-ylmethoxycarbonylamino)ethyl]indole-1-carboxylic acid tert-butyl ester Further stages;

...Expand

: C39H59NO15

: 92122-45-7
Fmoc-D-Lys(BOC)-OH

: 71989-28-1, 144701-23-5, 112883-40-6
Nα-fluorenyl-9-methoxycarbonyl-D-Met

: 84624-17-9
N-(9-fluorenylmethoxycarbonyl)-D-valine

: 33224-01-0
(2S,3S)-1-methyl-5-oxo-2-(pyridin-3-yl)pyrrolidine-3-carboxylic acid

: Fmoc-D-Tyr(O-tBu)-OH

: 1-tert-butoxycarbonyl-N-[(9-fluorenyl)methoxycarbonyl]-D-tryptophan

: wkymvm-NH2

Conditions

Conditions	Yield
Stage #1: Nα-fluorenyl-9-methoxycarbonyl-D-Met With 4-methyl-morpholine; benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate In N,N-dimethyl-formamide at 20℃; for 2h; MBHA link amide resin; Automated synthesizer; Stage #2: With piperidine In N,N-dimethyl-formamide at 20℃; for 0.166667h; MBHA link amide resin; Automated synthesizer; Stage #3: C39H59NO15; Fmoc-D-Lys(BOC)-OH; Nα-fluorenyl-9-methoxycarbonyl-D-Met; N-(9-fluorenylmethoxycarbonyl)-D-valine; (2S,3S)-1-methyl-5-oxo-2-(pyridin-3-yl)pyrrolidine-3-carboxylic acid; Fmoc-D-Tyr(O-tBu)-OH; 1-tert-butoxycarbonyl-N-[(9-fluorenyl)methoxycarbonyl]-D-tryptophan Further stages;

Yield

Stage #1: Nα-fluorenyl-9-methoxycarbonyl-D-Met With 4-methyl-morpholine; benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate In N,N-dimethyl-formamide at 20℃; for 2h; MBHA link amide resin; Automated synthesizer;
Stage #2: With piperidine In N,N-dimethyl-formamide at 20℃; for 0.166667h; MBHA link amide resin; Automated synthesizer;
Stage #3: C39H59NO15; Fmoc-D-Lys(BOC)-OH; Nα-fluorenyl-9-methoxycarbonyl-D-Met; N-(9-fluorenylmethoxycarbonyl)-D-valine; (2S,3S)-1-methyl-5-oxo-2-(pyridin-3-yl)pyrrolidine-3-carboxylic acid; Fmoc-D-Tyr(O-tBu)-OH; 1-tert-butoxycarbonyl-N-[(9-fluorenyl)methoxycarbonyl]-D-tryptophan Further stages;

...Expand

: 474082-35-4
2-(2-(2-(2-(2-(2-(2-(2-(2-(2-aminoethoxy)ethoxy)ethoxy)ethoxy)ethoxy)ethoxy)ethoxy)ethoxy)ethoxy)ethanamine

: 33224-01-0
(2S,3S)-1-methyl-5-oxo-2-(pyridin-3-yl)pyrrolidine-3-carboxylic acid

: (2S,3S)-N-(1-(4-((3-(((S)-4-(3,4-dichlorobenzyl)morpholin-2-yl)methyl)ureido)methyl)phenyl)-1-oxo-5,8,11,14,17,20,23,26,29-nonaoxa-2-azahentriacontan-31-yl)-1-methyl-5-oxo-2-(pyridin-3-yl)pyrrolidine-3-carboxamide trifluoroacetic acid salt

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: N-ethyl-N,N-diisopropylamine; O-(N-succinimidyl)-N,N,N',N'-tetramethyluronium tetrafluoroborate / dimethyl sulfoxide / 0.25 h / Sonication 1.2: 0.25 h / Sonication 2.1: O-(N-succinimidyl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine / dimethyl sulfoxide / 0.5 h / Sonication 2.2: 0.5 h / Sonication View Scheme