100243-39-8
- Product Name：(S)-3-Hydroxypyrrolidine
- Molecular Formula：C4H9NO
- Purity：99%
- Molecular Weight：87.1216
Product Details
pd_meltingpoint:15 °C
Appearance:Clear light yellow to yellow liquid after melting
Factory supply (S)-3-Hydroxypyrrolidine 100243-39-8 with sufficient stock and high standard
- Molecular Formula:C4H9NO
- Molecular Weight:87.1216
- Appearance/Colour:Clear light yellow to yellow liquid after melting
- Vapor Pressure:0.018mmHg at 25°C
- Melting Point:15 °C
- Refractive Index:1.487 - 1.491
- Boiling Point:224.7 °C at 760 mmHg
- PKA:14.91±0.20(Predicted)
- Flash Point:105.8 °C
- PSA：32.26000
- Density:1.078 g/cm3
- LogP:-0.33060
(S)-3-Hydroxypyrrolidine(Cas 100243-39-8) Usage
|
Purification Methods |
The (±)-isomer is purified by repeated distillation ( b 102-104o/12mm, 108-110o/18mm), and the (±)-picrate crystallises from EtOH with m 140-141o. The R(+)-enantiomer has b 70o/0.6mm and [] D +5.6o (c 3.63, MeOH). Its hydrochloride has a negative rotation and its dimethiodide has m 230o and [] 24 -8.02o. [Suyama & Kanno Yakugaku Zasshi (J Pharm Soc Japan) 85 531 1965, Uno et al. J Heterocycl Chem 24 1025 1987, Flanagan & Joullie Heterocycles 26 2247 1987, Beilstein 21 III/IV 44.] |
InChI:InChI=1/C4H9NO/c6-4-1-2-5-3-4/h4-6H,1-3H2/p+1/t4-/m0/s1
100243-39-8 Relevant articles
Further evidence on the PET cyclization of α-silylmethylamines tethered with non-activated olefins: Demonstration by the total synthesis of (-)-retronecanol
Pandey, Ganesh,Chakrabarti, Debasish
, p. 2285 - 2288 (1996)
The total synthesis of (-)-retronecanol,...
Enantioselective addition of diethylzinc to aromatic aldehydes catalysed by chiral ligands derived from L-hydroxyproline
Mehler,Martens,Wallbaum
, p. 2691 - 2699 (1993)
The lithium salts of chiral auxiliaries ...
Synthesis of (3R)-carboxy pyrrolidine (a β-proline analogue) and its oligomer
Kim, Yong Jip,Kaiser, Donald A.,Pollard, Thomas D.,Ichikawa, Yoshitaka
, p. 2417 - 2419 (2000)
A decamer of a β-amino acid analogue of ...
Enzymatic optical resolution of N-benzyl-3-pyrrolidinol
Horiguchi,Mochida
, p. 1287 - 1290 (1995)
-
A NOVEL DECARBOXYLATION OF α-AMINO ACIDS. A FACILE METHOD OF DECARBOXYLATION BY THE USE OF 2-CYCLOHEXEN-1-ONE AS A CATALYST
Hashimoto, Mitsunori,Eda, Yutaka,Osanai, Yasutomo,Iwai, Toshiaki,Aoki, Seiichi
, p. 893 - 896 (1986)
In the presence of a catalytic amount of...
Constrained β-alanine based GpIIb/IIIa antagonists
Klein, Scott I.,Czekaj, Mark,Molino, Bruce F.,Valeria, Chu
, p. 1773 - 1778 (1997)
The concepts of centrally constrained an...
Enzymatic ammonolysis of ethyl (±)-4-chloro-3-hydroxybutanoate. Chemoenzymatic syntheses of both enantiomers of pyrrolidin-3-ol and 5- (chloromethyl)-1,3-oxazolidin-2-one
Garcia-Urdiales, Eduardo,Rebolledo, Francisca,Gotor, Vicente
, p. 721 - 726 (1999)
Lipase B from Candida antarctica efficie...
Decarboxylation of α-amino acids containing two and three stereogenic centers: A simple one-step procedure to prepare two optically active β- amino alcohols and a bicyclic pyrrolidine derivative
Wallbaum,Mehler,Martens
, p. 1381 - 1387 (1994)
The decarboxylation of L-threonine (2S,3...
Synthesis of racemic and enantiomeric 3-pyrrolidinyl derivatives of nucleobases
Ko?alka, Petr,Pohl, Radek,Rejman, Dominik,Rosenberg, Ivan
, p. 5763 - 5774 (2006)
The synthesis of novel 3-pyrrolidinyl de...
Synthesis method of (R)-3-hydroxypyrrolidine
-
Paragraph 0021-0026, (2021/04/17)
The invention relates to the technical f...
Redox Condensations of o-Nitrobenzaldehydes with Amines under Mild Conditions: Total Synthesis of the Vasicinone Family
Afanasyev, Oleg I.,Podyacheva, Evgeniya,Rudenko, Alexander,Tsygankov, Alexey A.,Makarova, Maria,Chusov, Denis
, p. 9347 - 9360 (2020/08/14)
A total synthesis of the vasicinone fami...
A fang chanfu law compound and its preparation method, pharmaceutical composition and use thereof
-
Paragraph 0022; 0023; 0024; 0025; 0026, (2018/03/02)
The invention relates to a new compound ...
Synthesis of novel enantiopure ionic liquids from (S)-malic acid
Bonanni, Marco,Manuelli, Massimo,Goti, Andrea,Faggi, Cristina,Cardona, Francesca
, p. 54 - 64 (2014/03/21)
A straightforward and practical synthesi...
100243-39-8 Process route
-
-
101385-90-4,101930-07-8,101979-03-7,775-15-5
(R)-N-benzyl-3-hydroxypyrrolidine
-
-
40499-83-0,83220-72-8,100243-39-8,2799-21-5
(3R)-pyrrolidinol
| Conditions | Yield |
|---|---|
|
With
hydrogen;
palladium on activated charcoal;
In
methanol;
for 2h;
|
98% |
|
With
hydrogen;
palladium(II) hydroxide/carbon;
In
methanol;
at 60 ℃;
for 72h;
under 5171.62 Torr;
|
96% |
|
With
hydrogen;
PdO2/C;
In
ethanol; acetic acid;
for 6h;
under 3620.04 Torr;
|
88% |
-
-
51-35-4,30724-02-8
4R-4-hydroxyproline
-
-
40499-83-0,83220-72-8,100243-39-8,2799-21-5
(3R)-pyrrolidinol
| Conditions | Yield |
|---|---|
|
cyclohexenone;
In
various solvent(s);
at 154 ℃;
for 2h;
|
93% |
|
With
4-methyl-2-pentanone;
at 150 ℃;
for 7h;
|
91.4% |
|
With
4-methyl-2-pentanone;
In
diethylene glycol;
at 140 - 155 ℃;
for 6h;
Reagent/catalyst;
Temperature;
|
89.3% |
|
With
cyclohexenone;
In
various solvent(s);
at 170 ℃;
for 2.5h;
|
77% |
|
With
polyethylene glycol; cyclohexenone;
at 150 - 160 ℃;
for 10h;
Product distribution / selectivity;
|
72.5% |
|
With
cyclohexenone; cyclohexanol;
for 2h;
Heating;
|
70% |
|
With
cyclohexenone;
In
cyclohexanol;
at 150 - 160 ℃;
for 8h;
Product distribution / selectivity;
|
57.7% |
|
With
cyclohexenone;
In
ethanol;
at 160 ℃;
for 48h;
Autoclave;
Sealed tube;
Inert atmosphere;
|
40% |
|
In
various solvent(s);
at 154 ℃;
Product distribution;
effect of catalysts as ( cyclohexene-1-one, t-BuOO-t-Bu) and reaction time on decarboxylation;
|
|
|
With
cyclohexenone;
In
cyclohexanol;
for 3h;
Heating;
|
|
|
decarboxylation;
|
|
|
With
cyclohexenone; cyclohexanol;
at 155 ℃;
for 3h;
|
|
|
With
cyclohexenone;
In
various solvent(s);
|
|
|
With
cyclohexenone;
In
various solvent(s);
at 155 ℃;
for 4h;
|
|
|
In
various solvent(s);
at 160 ℃;
for 4h;
|
|
|
With
cyclohexenone;
In
cyclohexanol;
at 160 ℃;
for 6h;
|
|
|
With
cyclohexenone;
In
1-methyl-pyrrolidin-2-one;
at 155 ℃;
for 3h;
|
|
|
With
cyclohexenone; cyclohexanol;
at 145 ℃;
for 15h;
|
|
|
With
cyclohexenone;
In
cyclohexanol;
Reflux;
Heating;
|
100243-39-8 Upstream products
-
101469-91-4
(3S)-1-benzyl-3-hydroxypyrrolidine-2,5-dione
-
51-35-4
4R-4-hydroxyproline
-
101385-90-4
(R)-N-benzyl-3-hydroxypyrrolidine
-
30724-02-8
(4R)-4-hydroxyproline
100243-39-8 Downstream products
-
100858-33-1
(3R)-3-hydroxy-pyrrolidine-1-carboxylic acid benzyl ester
-
125787-05-5
(3R)-1-methoxycarbonylpyrrolidin-2-ol
-
101385-90-4
(R)-N-benzyl-3-hydroxypyrrolidine
-
109431-87-0
(R)-tert-butyl 3-hydroxypyrrolidine-1-carboxylate
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