(R)-(-)-3-Pyrrolidinol hydrochloride supplier

Name
(R)-(-)-3-Pyrrolidinol hydrochloride
EINECS 600-598-9
CAS No. 104706-47-0
Article Data12
CAS DataBase
Density
Solubility
Melting Point 104-107 °C(lit.)
Formula C₄H₉NO^.HCl
Boiling Point 224.7 °C at 760 mmHg
Molecular Weight 123.582
Flash Point 105.8 °C
Transport Information
Appearance
Safety 26-36
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms R-3-Hydroxypyrrolidine Hcl; (R)-(-)-3-Pyrrolidinol Hydrochloride; (R)-3-Pyrrolidinol hydrochloride; (3R)-pyrrolidin-3-ol,hydrochloride; (R)-3-Hydroxypyrrolidine hydrochloride; (R)-(-)-3-Hydroxypyrrolidine Hydrochloride; 查看更多英文别名收起
PSA 32.26000
LogP 0.47140

Synthetic route

: 109431-87-0
(R)-tert-butyl 3-hydroxypyrrolidine-1-carboxylate

: 104706-47-0
(R)-3-hydroxypyrrolidine hydrochloride

Conditions

Conditions	Yield
With hydrogenchloride In 1,4-dioxane at 20℃; for 1h;	90%
With hydrogenchloride In methanol; water at 20℃;	63%
With hydrogenchloride In ethyl acetate at 0 - 20℃;

: 130680-56-7
(3R)-N-acetyl-3-(tert-butyldimethylsilyloxy)propylamine

: 104706-47-0
(R)-3-hydroxypyrrolidine hydrochloride

Conditions

Conditions	Yield
With hydrogenchloride for 6h; Heating;	85%

: 52334-81-3
2-chloro-5-trifluoromethylpyridine

A: 475295-14-8
1-(5-trifluoromethyl-pyridin-2-yl)-pyrrolidin-3(R)-ol

B: 104706-47-0
(R)-3-hydroxypyrrolidine hydrochloride

Conditions

Conditions	Yield
With potassium carbonate In ethanol; nitrogen; water	A n/a B 80.5%

: 51-35-4
4R-4-hydroxyproline

: 104706-47-0
(R)-3-hydroxypyrrolidine hydrochloride

Conditions

Conditions	Yield
Stage #1: 4R-4-hydroxyproline In butanone; cyclohexanol at 45 - 154℃; for 5h; Stage #2: With hydrogenchloride In ethyl acetate; butanone; cyclohexanol at 0 - 25℃; for 2 - 3h; pH=1.0 - 2.0;	76%
In cyclohexene; cyclohexanol at 154℃; for 48h;	51%
Stage #1: 4R-4-hydroxyproline In cyclohexene-1-one, 2-; cyclohexanol at 155 - 160℃; for 11h; Stage #2: With hydrogenchloride In cyclohexene-1-one, 2-; ethanol; cyclohexanol at 0 - 5℃;	35%
With cyclohexenone In various solvent(s)

3-(R)-(-)-3-hydroxypyrrolidine hydrochloride: 3-(R)-(-)-3-hydroxypyrrolidine hydrochloride

: 98-59-9
p-toluenesulfonyl chloride

A: 133034-00-1
(R)-1-tosylpyrrolidin-3-ol

B: 104706-47-0
(R)-3-hydroxypyrrolidine hydrochloride

...Expand

3-(R)-(-)-3-hydroxypyrrolidine hydrochloride: 3-(R)-(-)-3-hydroxypyrrolidine hydrochloride

: 98-59-9
p-toluenesulfonyl chloride

A: 104706-47-0
(R)-3-hydroxypyrrolidine hydrochloride

B: 170456-83-4
1-tosyl-3-(R)-(-)-hydroxypyrrolidine

...Expand

: 104706-47-0
(R)-3-hydroxypyrrolidine hydrochloride

: 166964-34-7
5-({[1-(4-Chloro-phenyl)-methanoyl]-amino}-methyl)-thiophene-2-sulfonyl chloride

: 4-chloro-N-[(5-{[(3R)-3-hydroxypyrrolidin-1-yl]sulfonyl}thien-2-yl)methyl]benzamide

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In DMF (N,N-dimethyl-formamide); dichloromethane	99.9%

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

: 104706-47-0
(R)-3-hydroxypyrrolidine hydrochloride

: 109431-87-0
(R)-tert-butyl 3-hydroxypyrrolidine-1-carboxylate

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0 - 20℃; for 0.12h;	99%
Stage #1: (R)-3-hydroxypyrrolidine hydrochloride With triethylamine In methanol; dichloromethane at 0℃; for 0.166667h; Stage #2: di-tert-butyl dicarbonate In methanol; dichloromethane at 0 - 25℃; for 16h;	99%
With potassium carbonate In tetrahydrofuran; water	96%

: 1224944-77-7
5-chloropyrazolo[1,5-a]pyrimidine-3-carboxylic acid ethyl ester

: 104706-47-0
(R)-3-hydroxypyrrolidine hydrochloride

: ethyl 5-[(3R)-3-hydroxypyrrolidin-1-yl]pyrazolo[1,5-a]pyrimidine-3-carboxylate

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In acetonitrile at 60℃; for 1h; Inert atmosphere;	98%

: 104706-47-0
(R)-3-hydroxypyrrolidine hydrochloride

: 4,6-diiodo-2-methoxypyrimidine

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

Conditions

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

: 104706-47-0
(R)-3-hydroxypyrrolidine hydrochloride

: 501-53-1
benzyl chloroformate

: 100858-33-1
(3R)-3-hydroxy-pyrrolidine-1-carboxylic acid benzyl ester

Conditions

Conditions	Yield
With sodium hydroxide at 5℃; for 2h;	95%
With triethylamine In dichloromethane at 0℃; for 2h;
Stage #1: (R)-3-hydroxypyrrolidine hydrochloride; benzyl chloroformate With triethylamine In dichloromethane for 6h; Stage #2: With hydrogenchloride In dichloromethane; water
With triethylamine In dichloromethane for 6h;

: 1268865-09-3
methyl 3-bromo-2-phenylquinoxaline-6-carboxylate

: 104706-47-0
(R)-3-hydroxypyrrolidine hydrochloride

: 1268866-28-9
(R)-methyl 3-(3-hydroxypyrrolidin-1-yl)-2-phenylquinoxaline-6-carboxylate

Conditions

Conditions	Yield
With potassium carbonate In dimethyl sulfoxide; toluene at 100℃; Sealed tube;	95%

: 104706-47-0
(R)-3-hydroxypyrrolidine hydrochloride

: 58479-61-1
tert-butylchlorodiphenylsilane

: (R)-3-(tert-butyldiphenylsilanyloxy)pyrrolidine

Conditions

Conditions	Yield
With pyridine; silver nitrate In tetrahydrofuran at 20℃; for 16h;	95%

: 104706-47-0
(R)-3-hydroxypyrrolidine hydrochloride

: 16182-04-0
Ethoxycarbonyl isothiocyanate

: [(3R)-3-hydroxypyrrolidine-1-carbothioyl]carbamic acid ethyl ester

Conditions

Conditions	Yield
In tetrahydrofuran at 0 - 20℃;	93%
In tetrahydrofuran	93%

: 50-00-0
formaldehyd

: 104706-47-0
(R)-3-hydroxypyrrolidine hydrochloride

: 104641-60-3
(R)-1-methyl-3-pyrrolidinol

Conditions

Conditions	Yield
With sodium hydroxide; formic acid In tetrahydrofuran; water at 60℃; for 2.33333h; Heating / reflux;	92%
Stage #1: (R)-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;	92%

: 5-chloro-2-morpholino-6-nitrooxazolo[4,5-b]pyridine

: 104706-47-0
(R)-3-hydroxypyrrolidine hydrochloride

: (R)-1-(2-morpholino-6-nitrooxazolo[4,5-b]pyridin-5-yl)pyrrolidin-3-ol

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 0 - 20℃; for 48h; Inert atmosphere;	91.7%

: 104706-47-0
(R)-3-hydroxypyrrolidine hydrochloride

: 4457-32-3
4-nitrobenzyl chloroformate

: 105601-88-5
(3R)-3-hydroxy-1-(4-nitrobenzyloxycarbonyl)-pyrrolidine

Conditions

Conditions	Yield
Stage #1: (R)-3-hydroxypyrrolidine hydrochloride; 4-nitrobenzyl chloroformate With triethylamine In dichloromethane at 0 - 20℃; for 5h; Stage #2: With sodium hydrogencarbonate In dichloromethane; water; ethyl acetate	90%
With triethylamine In dichloromethane	90%
With triethylamine In dichloromethane at 0℃; for 0.5h;	89%

: 104706-47-0
(R)-3-hydroxypyrrolidine hydrochloride

: 210880-36-7
[6-oxo-3-(2-phenyl-pyrazolo[1,5-a]pyridin-3-yl)-1(6H)-pyridazin-1-yl]acetic acid

: 2-[2-(3-hydroxy-pyrrolidin-1-yl)-2-oxo-ethyl]-6-(2-phenyl-pyrazolo[1,5-a]pyridin-3-yl)-2H-pyridazin-3-one

Conditions

Conditions	Yield
With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide In N,N-dimethyl-formamide at 20℃;	90%

: 1009816-25-4
Benzyl 1-({[4-([2-[(phenoxycarbonyl)amino]pyridin-4-yl}oxy)-2,5-difluorophenyl]amino}carbonyl)cyclopropanecarboxylate

: 104706-47-0
(R)-3-hydroxypyrrolidine hydrochloride

: 1009816-43-6
Benzyl 1-[({2,5-difluoro-4-[(2-{[((R)-3-hydroxypyrrolidin-1-yl)carbonyl]amino}pyridin-4-yl)oxy]phenyl}amino)carbonyl]cyclopropanecarboxylate

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In 1-methyl-pyrrolidin-2-one at 20℃; for 20.6667h;	90%

: 5-chloro-4-((3'-(3-chloropropoxy)-2,2'-dimethyl-[1,1'-biphenyl]-3-yl)methoxy)-2-methoxybenzaldehyde

: 104706-47-0
(R)-3-hydroxypyrrolidine hydrochloride

: (R)-5-chloro-4-((3'-(3-(3-hydroxypyrrolidin-1-yl)propoxy)-2,2'-dimethyl-[1,1'-biphenyl]-3-yl)methoxy)-2-methoxybenzaldehyde

Conditions

Conditions	Yield
With potassium carbonate; sodium iodide In N,N-dimethyl-formamide at 80℃; for 16h;	90%

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

: 104706-47-0
(R)-3-hydroxypyrrolidine hydrochloride

: 1454301-74-6
(R)-1-(5-bromo-4-methylpyrimidin-2-yl)pyrrolidin-3-ol

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In ethanol at 70℃; for 18h;	89.5%

: methyl (2S)-3-hydroxy-3-methyl-2-[[4-[4-(3-oxocyclobutyl)buta-1,3-diynyl]benzoyl]amino]butanoate

: 104706-47-0
(R)-3-hydroxypyrrolidine hydrochloride

: methyl (S)-3-hydroxy-2-(4-((3-((R)-3-hydroxypyrrolidin-1-yl)cyclobutyl)buta-1,3-diyn-1-yl)benzamido)-3-methylbutanoate

Conditions

Conditions	Yield
With sodium tris(acetoxy)borohydride; N-ethyl-N,N-diisopropylamine In methanol at 20℃; for 0.75h;	88%

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

: 104706-47-0
(R)-3-hydroxypyrrolidine hydrochloride

: (R)-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℃;	88%

: 104706-47-0
(R)-3-hydroxypyrrolidine hydrochloride

: 98-59-9
p-toluenesulfonyl chloride

: 133034-00-1
(R)-1-tosylpyrrolidin-3-ol

Conditions

Conditions	Yield
With sodium carbonate In dichloromethane at 25 - 38℃; for 3h;	87%

: 104706-47-0
(R)-3-hydroxypyrrolidine hydrochloride

: (R)-3-hydroxyl-N-nitrosopyrrolidine

Conditions

Conditions	Yield
With Iron(III) nitrate nonahydrate; tetrabutylammonium perchlorate In acetonitrile at 70℃; Inert atmosphere; Electrolysis; Green chemistry;	87%

: 1030382-40-1
3-(2-fluoro-4-iodo-phenylamino)-1H-pyrrolo[3,2-c]pyridine-2-carboxylic acid ethyl ester

: 104706-47-0
(R)-3-hydroxypyrrolidine hydrochloride

: 1030381-38-4
[3-(2-fluoro-4-iodo-phenylamino)-1H-pyrrolo[3,2-c]pyridin-2-yl]-((R)-3-hydroxy-pyrrolidin-1-yl)-methanone

Conditions

Conditions	Yield
Stage #1: 3-(2-fluoro-4-iodo-phenylamino)-1H-pyrrolo[3,2-c]pyridine-2-carboxylic acid ethyl ester With sodium hydroxide; water In tetrahydrofuran; methanol at 75℃; for 1h; Stage #2: (R)-3-hydroxypyrrolidine hydrochloride With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 20℃; for 16h;	85%

: (±)-1-(sec-butyl)-6-chloro-3-iodo-1H-pyrazolo[4,3-c]pyridine

: 104706-47-0
(R)-3-hydroxypyrrolidine hydrochloride

: (3R)-1-(1-sec-butyl-6-chloro-1H-pyrazolo[4,3-c]pyridin-3-yl)pyrrolidin-3-ol

Conditions

Conditions	Yield
With copper(l) iodide; potassium carbonate; L-proline In dimethyl sulfoxide at 100℃; for 16h;	85%

: (7R)-2,2-difluoro-N-(6-fluoropyridin-2-yl)-7-methyl-6,7-dihydro-2H-furo[2,3-f][1,3]benzodioxole-7-carboxamide

: 104706-47-0
(R)-3-hydroxypyrrolidine hydrochloride

: 76-05-1
trifluoroacetic acid

: (7R)-2,2-difluoro-N-{6-[(3R)-3-hydroxypyrrolidin-1-yl]pyridin-2-yl}-7-methyl-6,7-dihydro-2H-furo[2,3-f][1,3]benzodioxole-7-carboxamide trifluoroacetate

Conditions

Conditions	Yield
Stage #1: (7R)-2,2-difluoro-N-(6-fluoropyridin-2-yl)-7-methyl-6,7-dihydro-2H-furo[2,3-f][1,3]benzodioxole-7-carboxamide; (R)-3-hydroxypyrrolidine hydrochloride With sodium carbonate In dimethyl sulfoxide at 80℃; for 15h; Stage #2: trifluoroacetic acid In water; acetonitrile	80%

...Expand

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

: 104706-47-0
(R)-3-hydroxypyrrolidine hydrochloride

: ((R)-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;

: 541-41-3
chloroformic acid ethyl ester

: 104706-47-0
(R)-3-hydroxypyrrolidine hydrochloride

: (R)-ethyl 3-hydroxypyrrolidine-1-carboxylate

Conditions

Conditions	Yield
With potassium carbonate In methanol at 0 - 20℃;	78%

: (R)-1-benzyl-3-[N-(4-nitrophenoxycarbonyl)-N-methylamino]pyrrolidine hydrochloride

: 104706-47-0
(R)-3-hydroxypyrrolidine hydrochloride

: 862847-07-2
(R)-3-Hydroxy-pyrrolidine-1-carboxylic acid ((R)-1-benzyl-pyrrolidin-3-yl)-methyl-amide

Conditions

Conditions	Yield
With TEA In N,N-dimethyl-formamide at 70℃; for 18h;	77%

: 104706-47-0
(R)-3-hydroxypyrrolidine hydrochloride

: 824-94-2
p-methoxybenzyl chloride

: (3R)-1-[(4-methoxyphenyl)methyl]pyrrolidin-3-ol

Conditions

Conditions	Yield
With potassium carbonate In acetone at 60℃; for 16h;	76%

(R)-(-)-3-Pyrrolidinol hydrochloride Specification

1.Introduction of (R)-(-)-3-Pyrrolidinol hydrochloride

The systematic name of R-3-Hydroxypyrrolidine hydrochloride is (3R)-pyrrolidin-3-ol hydrochloride. With the CAS registry number 104706-47-0, it is also named as (3R)-3-Pyrrolidinol hydrochloride; 3-Pyrrolidinol, (3R)-, hydrochloride (1:1). The product's categories are alcohols and derivatives, APIs intermediate, pharmacetical, chiral, pyrrole & pyrrolidine & pyrroline, benzenes, chiral building blocks, simple alcohols (chiral) and synthetic organic chemistry.

2.Properties of (R)-(-)-3-Pyrrolidinol hydrochloride

(1)ACD/LogP: -1.20; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -4.29; (4)ACD/LogD (pH 7.4): -3.9; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 1; (8)ACD/KOC (pH 7.4): 1; (9)#H bond acceptors: 2; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 1; (12)Enthalpy of Vaporization: 53.63 kJ/mol; (13)Vapour Pressure: 0.018 mmHg at 25°C.

3.Safety information of (R)-(-)-3-Pyrrolidinol hydrochloride

It is irritating to eyes, respiratory system and skin. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. If you want to contact this product, you must wear suitable protective clothing.

4.Structure descriptors of (R)-(-)-3-Pyrrolidinol hydrochloride

SMILES: Cl.O[C@@H]1CCNC1;
InChI: InChI=1/C4H9NO.ClH/c6-4-1-2-5-3-4;/h4-6H,1-3H2;1H/t4-;/m1./s1;
InChIKey: QPMSJEFZULFYTB-PGMHMLKABV.

Product Name

(R)-(-)-3-Pyrrolidinol hydrochloride

Synthetic route

(R)-(-)-3-Pyrrolidinol hydrochloride Specification

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