(S)-3-hydroxypyrrolidine hydrochloride supplier

Name
(S)-3-Hydroxypyrrolidine hydrochloride
EINECS 672-315-7
CAS No. 122536-94-1
Article Data6
CAS DataBase
Density
Solubility
Melting Point 104-107 °C
Formula C₄H₉NO^.HCl
Boiling Point 224.7 °C at 760 mmHg
Molecular Weight 123.582
Flash Point 105.8 °C
Transport Information
Appearance white crystalline powder
Safety 26-37
Risk Codes Xi:;
Molecular Structure
Hazard Symbols Xi
Synonyms (S)-pyrrolidin-3-ol hydrochloride;(S)-3-Hydroxypyrrolidine HCl;(3S)-3-Hydroxypyrrolidine hydrochloride;(S)-3-Pyrrolidinol Hydrochloride;
PSA 32.26000
LogP 0.47140

Synthetic route

: 101469-91-4
(3S)-1-benzyl-3-hydroxypyrrolidine-2,5-dione

: 122536-94-1
(S)-3-hydroxypyrrolidine hydrochloride

Conditions

Conditions	Yield
Stage #1: (3S)-1-benzyl-3-hydroxypyrrolidine-2,5-dione With palladium 10% on activated carbon; hydrogen In ethanol at 75℃; under 4125.41 Torr; for 5h; Autoclave; Stage #2: With hydrogenchloride In isopropyl alcohol at 20℃; Temperature; Pressure;	88%

: 127913-44-4
(S)-4-chloro-3-hydroxy butyronitrile

: 122536-94-1
(S)-3-hydroxypyrrolidine hydrochloride

Conditions

Conditions	Yield
With hydrogenchloride; hydrogen In methanol; water at 80℃; under 7600.51 Torr;

: 101469-92-5
(S)-3-hydroxy-pyrrolidine-1-carboxylic acid tert-butyl ester

: 122536-94-1
(S)-3-hydroxypyrrolidine hydrochloride

Conditions

Conditions	Yield
With hydrogenchloride In 1,4-dioxane for 0.5h;
With hydrogenchloride In 1,4-dioxane for 0.5h; Inert atmosphere;
With hydrogenchloride In ethyl acetate at 20℃; for 12h;	21 g

: 477779-05-8
3-pyrrolidinophenethyl mesylate

: 122536-94-1
(S)-3-hydroxypyrrolidine hydrochloride

: 477779-11-6
(S)-3-hydroxy-1-(3-pyrrolidinophenethyl)-pyrrolidine

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile at 100℃; for 12h;	100%

: 633328-95-7
5-bromo-2-chloro-4-methyl-pyrimidine

: 122536-94-1
(S)-3-hydroxypyrrolidine hydrochloride

: 1578253-13-0
(S)-1-(5-bromo-4-methylpyrimidin-2-yl)pyrrolidin-3-ol

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In ethanol at 75℃; for 18h;	100%

: 40191-32-0
tetrahydro-2H-pyran-4-carbonylchloride

: 122536-94-1
(S)-3-hydroxypyrrolidine hydrochloride

: 1354691-47-6
[(3S)-3-hydroxypyrrolidin-1-yl](tetrahydro-2H-pyran-4-yl)methanone

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 3 - 10℃; for 1.5h;	98%
With triethylamine In dichloromethane at 3 - 10℃; for 1.5h;	98%
With triethylamine In dichloromethane at 3 - 10℃; for 1.5h;	98%
With triethylamine In dichloromethane at -3 - 20℃; for 1.5h;	98%

: (5RS)-2-(3-chloro-4-fluorobenzyl)-3-oxo-2,3,5,6,7,8-hexahydro[1,2,4]triazolo[4,3-a]pyridine-5-carboxylic acid

: 122536-94-1
(S)-3-hydroxypyrrolidine hydrochloride

: (5S)-2-(3-chloro-4-fluorobenzyl)-5-{[(3S)-3-hydroxypyrrolidin-1-yl]carbonyl}-5,6,7,8-tetrahydro[1,2,4]triazolo[4,3-a]pyridin-3(2H)-one

Conditions

Conditions	Yield
Stage #1: (5RS)-2-(3-chloro-4-fluorobenzyl)-3-oxo-2,3,5,6,7,8-hexahydro[1,2,4]triazolo[4,3-a]pyridine-5-carboxylic acid With triethylamine; HATU In tetrahydrofuran at 20℃; for 0.25h; Stage #2: (S)-3-hydroxypyrrolidine hydrochloride In tetrahydrofuran at 20℃;	97%

: 24424-99-5
di-tert-butyl dicarbonate

: 122536-94-1
(S)-3-hydroxypyrrolidine hydrochloride

: 101469-92-5
(S)-3-hydroxy-pyrrolidine-1-carboxylic acid tert-butyl ester

Conditions

Conditions	Yield
With triethylamine In methanol; dichloromethane at 0℃; for 1h;	96%
With triethylamine In methanol at 0 - 20℃; for 6h;	95%
With triethylamine In methanol at 20℃; for 6h;	95%

: 122536-94-1
(S)-3-hydroxypyrrolidine hydrochloride

: 4,6-diiodo-2-methoxypyrimidine

: (S)-1-(6-iodo-2-methoxypyrimidin-4-yl)pyrrolidin-3-ol

Conditions

Conditions	Yield
With triethylamine In isopropyl alcohol at 75℃; for 1h;	96%
With triethylamine In isopropyl alcohol at 20℃; for 18h;	73%

: 24424-99-5
di-tert-butyl dicarbonate

: 122536-94-1
(S)-3-hydroxypyrrolidine hydrochloride

: 133955-86-9
N-tert-butoxycarbonyl-(S)-pyrrolidinol

Conditions

Conditions	Yield
With triethylamine In methanol at 0 - 20℃; for 3h;	95%

: 50-00-0
formaldehyd

: 122536-94-1
(S)-3-hydroxypyrrolidine hydrochloride

: 104641-59-0
(3S)-1-methylpyrrolidin-3-ol

Conditions

Conditions	Yield
Stage #1: (S)-3-hydroxypyrrolidine hydrochloride With sodium hydroxide In tetrahydrofuran for 0.333333h; Stage #2: formaldehyd With formic acid In tetrahydrofuran; water at 60℃; for 2h; Reflux; Stage #3: With sodium hydroxide In tetrahydrofuran; water at 0℃; pH=Ca. 10;	95%

: 918538-05-3
2,4-dichloro-pyrrolo[2,1-f][1,2,4]triazine

: 122536-94-1
(S)-3-hydroxypyrrolidine hydrochloride

: (S)-1-(2-chloropyrrolo[2,1-f][1,2,4]triazin-4-yl)pyrrolidin-3-ol

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In isopropyl alcohol at 90℃; for 1h;	94%

: methyl 2-bromo-1,3-thiazole-5-carboxylate

: 122536-94-1
(S)-3-hydroxypyrrolidine hydrochloride

: methyl (S)-2-(3-hydroxypyrrolidin-1-yl)thiazole-5-carboxylate

Conditions

Conditions	Yield
In 1,4-dioxane at 85℃; for 16h;	90%

: 18520-07-5
2,6-dichloro-4-ethylpyridine-3,5-dicarbonitrile

: 122536-94-1
(S)-3-hydroxypyrrolidine hydrochloride

: (S)-2-chloro-4-ethyl-6-(3-hydroxypyrrolidin-1-yl)pyridine-3,5-dicarbonitrile

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 20℃; for 2h; Inert atmosphere;	89%

: (5S)-3-oxo-2-{[2-(trifluoromethyl)quinolin-4-yl]methyl}-2,3,5,6,7,8-hexahydro[1,2,4]triazolo[4,3-a]pyridine-5-carboxylic acid

: 122536-94-1
(S)-3-hydroxypyrrolidine hydrochloride

: (5S)-5-{[(3S)-3-hydroxypyrrolidin-1-yl]carbonyl}-2-{[2-(trifluoromethyl)quinolin-4-yl]methyl}-5,6,7,8-tetrahydro[1,2,4]triazolo[4,3-a]pyridin-3(2H)-one

Conditions

Conditions	Yield
Stage #1: (5S)-3-oxo-2-{[2-(trifluoromethyl)quinolin-4-yl]methyl}-2,3,5,6,7,8-hexahydro[1,2,4]triazolo[4,3-a]pyridine-5-carboxylic acid With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 20℃; for 0.25h; Stage #2: (S)-3-hydroxypyrrolidine hydrochloride In tetrahydrofuran at 20℃; for 144h;	88%

7-chloro-4-oxo-N-[3,3,4,4,4-pentafluorobutan-2-yl]-1-(2,4,6-trifluorophenyl)-1,4-dihydro-1,8-naphthyridine-3-carboxamide: 7-chloro-4-oxo-N-[3,3,4,4,4-pentafluorobutan-2-yl]-1-(2,4,6-trifluorophenyl)-1,4-dihydro-1,8-naphthyridine-3-carboxamide

: 122536-94-1
(S)-3-hydroxypyrrolidine hydrochloride

: 7-[(3S)-3-hydroxypyrrolidin-1-yl]-4-oxo-N-[3,3,4,4,4-pentafluorobutan-2-yl]-1-(2,4,6-trifluorophenyl)-1,4-dihydro-1,8-naphthyridine-3-carboxamide

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide	88%

: 1-(2-bromo-5-chlorophenoxy)-N-((6-fluoropyridin-2-yl)sulfonyl)cyclopropanecarboxamide

: 122536-94-1
(S)-3-hydroxypyrrolidine hydrochloride

: (S)-1-(2-bromo-5-chlorophenoxy)-N-((6-(3-hydroxypyrrolidin-1-yl)pyridin-2-yl)sulfonyl)cyclopropanecarboxamide

Conditions

Conditions	Yield
With caesium carbonate In N,N-dimethyl acetamide at 120℃; for 18h;	88%

: 1223404-88-3
(R)-5-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyrimidine-3-amine

: 122536-94-1
(S)-3-hydroxypyrrolidine hydrochloride

: 1223405-08-0
(S)-N-(5-((R)-2-(2,5-difluorophenyl)-pyrrolidin-1-yl)pyrazolo[1,5-a]pyrimidin-3-yl)-3-hydroxypyrrolidine-1-carboxamide hydrogen sulfate

Conditions

Conditions	Yield
Stage #1: 5-[(2R)-2-(2,5-difluorophenyl)pyrrolidin-1-yl]pyrazolo[1,5-a]pyrimidin-3-amine; (S)-3-hydroxypyrrolidine hydrochloride With triethylamine; 1,1'-carbonyldiimidazole for 3h; Stage #2: With sulfuric acid In ethanol	88%

: 1-methyl-5-nitro-1H-pyrazolo[3,4-b]pyridin-6-yl methanesulfonate

: 122536-94-1
(S)-3-hydroxypyrrolidine hydrochloride

: (S)-1-(1-methyl-5-nitro-1H-pyrazolo[3,4-b]pyridin-6-yl)pyrrolidin-3-ol

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 2h;	87.52%

: 122536-94-1
(S)-3-hydroxypyrrolidine hydrochloride

: 162358-06-7
4-octylphenethyl methanesulfonate

: (S)-1-[2-(4-octylphenyl)ethyl]pyrrolidin-3-ol

Conditions

Conditions	Yield
Stage #1: 4-octylphenethyl methanesulfonate With potassium carbonate In acetonitrile at 20℃; for 0.166667h; Inert atmosphere; Stage #2: (S)-3-hydroxypyrrolidine hydrochloride In acetonitrile at 50℃; for 12h; Inert atmosphere;	86%
With potassium carbonate In acetonitrile at 20 - 50℃; for 12h;	86%

: 2-((3'-((2-chloro-5-((5-cyanopyridin-3-yl)methoxy)-4-formylphenoxy)methyl)-2'-methyl-[1,1'-biphenyl]-3-yl)oxy)acetic acid

: 122536-94-1
(S)-3-hydroxypyrrolidine hydrochloride

: (S)-5-((4-chloro-2-formyl-5-((3'-(2-(3-hydroxypyrrolidin-1-yl)-2-oxoethoxy)-2-methyl-[1,1'-biphenyl]-3-yl)methoxy)phenoxy)methyl)nicotinonitrile

Conditions

Conditions	Yield
With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 3h;	83%

: 927818-50-6
6-(1H-benzo[d][1,2,3]triazol-1-yloxy)-9-((2R,4S,5R)-4-(tert-butyldimethylsilyloxy)-5-((tert-butyldimethylsilyloxy)methyl)tetrahydrofuran-2-yl)-9H-purine

: 122536-94-1
(S)-3-hydroxypyrrolidine hydrochloride

: 1614248-86-0
C26H47N5O4Si2

Conditions

Conditions	Yield
With caesium carbonate In tetrahydrofuran at 20℃; for 3.5h; Inert atmosphere;	82%

: 2,6-Dichloro-N-(cyclopropylmethyl)pyrimidine-4-carboxamide

: 122536-94-1
(S)-3-hydroxypyrrolidine hydrochloride

: (S)-2-Chloro-N-(cyclopropylmethyl)-6-(3-hydroxypyrrolidin-1-yl)pyrimidine-4-carboxamide

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In methanol at 0℃;	82%

: 3-[[4-(1-methyl-1H-pyrazol-4-yl)phenyl]methyl]-1H-indazole-5-carboxylic acid

: 122536-94-1
(S)-3-hydroxypyrrolidine hydrochloride

: ((S)-3-hydroxy-pyrrolidin-1-yl)-{3-[4-(1-methyl-1H-pyrazol-4-yl)benzyl]-1H-indazol-5-yl}methanone

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 25℃; for 3h;	79%
With N-ethyl-N,N-diisopropylamine; HATU In N,N-dimethyl-formamide at 20℃; for 1h;

: 65202-50-8
methyl 6-chloro-3-pyridazinecarboxylate

: 122536-94-1
(S)-3-hydroxypyrrolidine hydrochloride

: methyl (S)-6-(3-hydroxypyrrolidin-1-yl)pyridazine-3-carboxylate

Conditions

Conditions	Yield
With tetra-(n-butyl)ammonium iodide; potassium carbonate In tetrahydrofuran at 70℃; for 16h;	76%

: 1257303-08-4
6-fluoro-1-methyl-5-nitro-1H-indazole

: 122536-94-1
(S)-3-hydroxypyrrolidine hydrochloride

: (S)-1-(1-methyl-5-nitro-1H-indazol-6-yl)pyrrolidin-3-ol

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 100℃; for 12h;	75%

: (2R)-2-(2,5-difluorophenyl)-1-{3-isothiocyanatopyrazolo[1,5-a]pyrimidin-5-yl}pyrrolidine

: 122536-94-1
(S)-3-hydroxypyrrolidine hydrochloride

: (3S)-N-{5-[(2R)-2-(2,5-difluorophenyl)pyrrolidin-1-yl]pyrazolo[1,5-a]pyrimidin-3-yl}-3-hydroxypyrrolidine-1-carbothioamide

Conditions

Conditions	Yield
Stage #1: (2R)-2-(2,5-difluorophenyl)-1-{3-isothiocyanatopyrazolo[1,5-a]pyrimidin-5-yl}pyrrolidine With sodium hydride In hexane; N,N-dimethyl-formamide at 0℃; for 0.25h; Inert atmosphere; Stage #2: (S)-3-hydroxypyrrolidine hydrochloride In N,N-dimethyl-formamide at 0 - 20℃; for 1h; Inert atmosphere;	75%
With triethylamine In dichloromethane for 1h;

: 1-(5-chloro-2-iodophenoxy)-N-((6-fluoropyridin-2-yl)sulfonyl)cyclopropanecarboxamide

: 122536-94-1
(S)-3-hydroxypyrrolidine hydrochloride

: (S)-1-(5-chloro-2-iodophenoxy)-N-((6-(3-hydroxypyrrolidin-1-yl)pyridin-2-yl)sulfonyl)cyclopropanecarboxamide

Conditions

Conditions	Yield
With caesium carbonate In N,N-dimethyl acetamide at 120℃; for 18h;	74%

: 122536-94-1
(S)-3-hydroxypyrrolidine hydrochloride

: 552-89-6
2-nitro-benzaldehyde

: 1227263-77-5
(3S)-1-[(2-aminophenyll)methyl]pyrrolidin-3-ol

Conditions

Conditions	Yield
Stage #1: (S)-3-hydroxypyrrolidine hydrochloride With potassium tert-butylate In N,N-dimethyl-formamide for 0.5h; Stage #2: 2-nitro-benzaldehyde With iron pentacarbonyl In N,N-dimethyl-formamide at 60℃; Inert atmosphere; Schlenk technique;	69%

: 5-chloro-2-methylthiazolo[4,5-d]pyrimidine-7-carboxylic acid

: 122536-94-1
(S)-3-hydroxypyrrolidine hydrochloride

: (S)-(5-chloro-2-methylthiazolo[4,5-d]pyrimidin-7-yl)(3-hydroxypyrrolidin-1-yl)methanone

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 20℃; for 2h;	64%

: 32315-10-9
bis(trichloromethyl) carbonate

: (4R)-4-[(3R,5S,6R,7R,8S,9S,10S,13R,14S,17R)-6-ethyl-10,13-dimethyl-3,7-di(tetrahydropyran-2-yloxy)-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentan-1-amine

: 122536-94-1
(S)-3-hydroxypyrrolidine hydrochloride

: (3S)-N-[(4R)-4-[(3R,6R,7R,8S,9S,10S,13R,14S,17R)-6-ethyl-10,13-dimethyl-3,7-di(tetrahydropyran-2-yloxy)-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentyl]-3-hydroxy-pyrrolidine-1-carboxamide

Conditions

Conditions	Yield
Stage #1: bis(trichloromethyl) carbonate; (4R)-4-[(3R,5S,6R,7R,8S,9S,10S,13R,14S,17R)-6-ethyl-10,13-dimethyl-3,7-di(tetrahydropyran-2-yloxy)-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentan-1-amine With sodium hydrogencarbonate In dichloromethane; water at 0℃; for 1h; Cooling with ice; Stage #2: (S)-3-hydroxypyrrolidine hydrochloride With triethylamine In dichloromethane at 30℃; for 4h; Cooling with ice;	63%

Yield

Stage #1: bis(trichloromethyl) carbonate; (4R)-4-[(3R,5S,6R,7R,8S,9S,10S,13R,14S,17R)-6-ethyl-10,13-dimethyl-3,7-di(tetrahydropyran-2-yloxy)-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentan-1-amine With sodium hydrogencarbonate In dichloromethane; water at 0℃; for 1h; Cooling with ice;
Stage #2: (S)-3-hydroxypyrrolidine hydrochloride With triethylamine In dichloromethane at 30℃; for 4h; Cooling with ice;

63%

...Expand

: 1257303-13-1
6-fluoro-2-methyl-5-nitro-2H-indazole

: 122536-94-1
(S)-3-hydroxypyrrolidine hydrochloride

: (S)-1-(2-methyl-5-nitro-2H-indazol-6-yl)pyrrolidin-3-ol

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 0℃; for 0.5h;	60.6%

(S)-3-hydroxypyrrolidine hydrochloride Specification

The (S)-3-hydroxypyrrolidine hydrochloride , with the CAS register number 122536-94-1 , has the IUPAC Name & Systematic name of (3S)-pyrrolidin-3-ol hydrochloride . And it could also be called as (s)-pyrrolidin-3-ol hcl ; (s)-pyrrolidine-3-ol hydrochloride ; timtec-bb sbb004272 ; (s)-3-hydroxy pyrrolidine hcl ; (s)-(-)-3-pyrrolidinol hydrochloride ; (s)-3-pyrrolidinol hydrochloride ; 3-pyrrolidinol,hydrochloride,(3s) .

The characteristics of this kind of chemical are as below: (1)ACD/BCF (pH 5.5): 1 ; (2)ACD/BCF (pH 7.4): 1 ; (3)ACD/KOC (pH 5.5): 1 ; (4)ACD/KOC (pH 7.4): 1 ; (5)#H bond acceptors: 2 ; (6)#H bond donors: 2 ; (7)#Freely Rotating Bonds: 1 ; (8)Polar Surface Area: 9.23 ; (9)Flash Point: 105.8 °C ; (10)Enthalpy of Vaporization: 53.63 kJ/mol ; (11)Boiling Point: 224.7 °C at 760 mmHg ; (12)Vapour Pressure: 0.018 mmHg at 25°C .

It is almost white crystalline powder. And being a kind of irritant chemical, it may also cause inflammation to the skin or other mucous membranes. So while using it, we should be careful. Wear suitable protective clothing, gloves to protect ourselves. And if in case of any accident, seek for the medical help immediately.

The product categories of (S)-3-hydroxypyrrolidine hydrochloride include alcohols and derivatives, pharmacetical, pyrrole&pyrrolidine&pyrroline, chiral, heterocyclic compounds, benzenes, organic material, and chiral chemicals. And the raw materials for this chemical are in the listing: etanol , sodium hydroxide , hydrochloric acid , ethyl acetate , methanol , tetrahydrofuran , dichloromethane , acetic acid glacial , petroleum ether , lithium aluminium hydride, sodium borohydride , acetyl chloride , calcium chloride , benzylamine , heavy distillate , l(-)-malic acid . As for its usage, it is usually applied in the pharmaceutic intermediate, such as being the intermediate as 3(S)-(+)-(1-carbamoyl-1, 1- Diphenylmethyl) pyrrolidine-L (+)-Tartrate .

In addition, you could convert the following data information into the molecular structure:
SMILES: Cl.O[C@H]1CCNC1
InChI: InChI=1/C4H9NO.ClH/c6-4-1-2-5-3-4;/h4-6H,1-3H2;1H/t4-;/m0./s1
InChIKey: QPMSJEFZULFYTB-WCCKRBBIBD

Product Name

(S)-3-Hydroxypyrrolidine hydrochloride

Synthetic route

(S)-3-hydroxypyrrolidine hydrochloride Specification

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