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(S)-(-)-1-Boc-2-pyrrolidinemethanol
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Name

(S)-(-)-1-Boc-2-pyrrolidinemethanol

 EINECS -0
CAS No. 69610-40-8 Density 1.084 g/cm3
PSA 49.77000 LogP 1.31610
Solubility insoluble in water Melting Point 62-64 °C(lit.)
Formula C10H19NO3 Boiling Point 289.5 °C at 760 mmHg
Molecular Weight 201.266 Flash Point 128.9 °C
Transport Information N/A Appearance White powder
Safety 26-36 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 69610-40-8 ((S)-(-)-1-Boc-2-pyrrolidinemethanol) Hazard Symbols IrritantXi
Synonyms

1-Pyrrolidinecarboxylicacid, 2-(hydroxymethyl)-, 1,1-dimethylethyl ester, (S)-;(2S)-1-(tert-Butoxycarbonyl)-2-pyrrolidinemethanol;(2S)-2-Hydroxymethylpyrrolidine-1-carboxylic acid tert-butyl ester;(2S)-Hydroxymethylpyrrolidine-1-carboxylicacid tert-butyl ester;(S)-(+)-N-Boc-prolinol;(S)-(-)-1-(tert-Butoxycarbonyl)-2-pyrrolidinemethanol;(S)-1-BOC-2-Pyrrolidinemethanol;(S)-2-(Hydroxymethyl)pyrrolidine-1-carboxylic acid tert-butyl ester;(S)-N-tert-Butoxycarbonyl-2-pyrrolidinemethanol;(S)-tert-Butyl2-(hydroxymethyl)pyrrolidine-1-carboxylate;1-BOC-2-(S)-Pyrrolidinemethanol;BOC-L-prolinol;Boc-(S)-(-)-2-pyrrolidinemethanol;N-[(tert-Butoxy)carbonyl]-L-prolinol;tert-Butyl(2S)-2-(Hydroxymethyl)-1-pyrrolidinecarboxylate;

Article Data 231

(S)-(-)-1-Boc-2-pyrrolidinemethanol Synthetic route

15761-39-4

1-(tert-butoxycarbonyl)-L-proline

69610-40-8

N-(tert-butoxycarbonyl)-L-prolinol

Conditions
ConditionsYield
With borane-THF In tetrahydrofuran at 0 - 20℃;100%
With dimethylsulfide borane complex In tetrahydrofuran at 0 - 20℃; for 5h;100%
With borane-THF at 0℃; for 1h;99%
24424-99-5

di-tert-butyl dicarbonate

23356-96-9

(S)-1-Pyrrolidin-2-yl-methanol

69610-40-8

N-(tert-butoxycarbonyl)-L-prolinol

Conditions
ConditionsYield
With triethylamine In ethyl acetate at 0 - 20℃; for 11.5h;100%
With triethylamine In ethyl acetate at 0 - 20℃; for 11.5h;100%
With sodium hydrogencarbonate In tetrahydrofuran; water at 0 - 20℃; Inert atmosphere;100%

(S)-N-tert-butoxycarbonyl-2-p-methoxybenzyloxymethylpyrrolidine

69610-40-8

N-(tert-butoxycarbonyl)-L-prolinol

Conditions
ConditionsYield
With tert.-butylnitrite; oxygen; 2,3-dicyano-5,6-dichloro-p-benzoquinone In chlorobenzene at 100℃; under 760.051 Torr; for 2h;95%
With tert.-butylnitrite; oxygen; 2,3-dicyano-5,6-dichloro-p-benzoquinone In monoethylene glycol diethyl ether at 120℃; under 1500.15 Torr; for 2h;93%
With 4,4'-bipyridine; (phthalocyaninato)iron(II); oxygen; 2,3-dicyano-5,6-dichloro-p-benzoquinone In toluene at 80℃; under 3000.3 Torr; for 18h; Pressure; Autoclave;91%
59936-29-7

(S)-N-(tert-butoxycarbonyl)proline methyl ester

69610-40-8

N-(tert-butoxycarbonyl)-L-prolinol

Conditions
ConditionsYield
With lithium borohydride In tetrahydrofuran at 20℃;97%
With lithium aluminium tetrahydride In diethyl ether95%
With lithium aluminium tetrahydride In tetrahydrofuran at 0℃; for 1h;95%
69610-41-9

Boc-L-Pro-H

69610-40-8

N-(tert-butoxycarbonyl)-L-prolinol

Conditions
ConditionsYield
With sodium tetrahydroborate In methanol at 0 - 20℃; for 0.333333h;93%
With sodium tetrahydroborate In ethanol for 0.75h;86%
With sodium tetrahydroborate In methanol at 20℃; for 1.5h;80%
23356-96-9

(S)-1-Pyrrolidin-2-yl-methanol

69610-40-8

N-(tert-butoxycarbonyl)-L-prolinol

Conditions
ConditionsYield
With triethylamine In water; ethyl acetate80.8%
288086-98-6

[tert-butyl (R)-2-(methoxy(methyl)carbamoyl)pyrrolidine-1-carboxylate]

69610-40-8

N-(tert-butoxycarbonyl)-L-prolinol

Conditions
ConditionsYield
Stage #1: With sodium borohydride; lithium chloride In tetrahydrofuran; ethanol at 0℃; for 0.416667h;
Stage #2: [tert-butyl (R)-2-(methoxy(methyl)carbamoyl)pyrrolidine-1-carboxylate] at 0 - 20℃; for 18h;
Stage #3: With acetic acid In water
147-85-3

L-proline

69610-40-8

N-(tert-butoxycarbonyl)-L-prolinol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: lithium aluminium hydride / tetrahydrofuran / 0 - 25 °C
2: 39.1 g / tetrahydrofuran / 20 °C
View Scheme
Multi-step reaction with 2 steps
1: 75 percent / LiAlH4 / tetrahydrofuran
2: NaOH
View Scheme
Multi-step reaction with 2 steps
1: LiAlH4 / tetrahydrofuran
2: NaCl, NaHCO3 / CHCl3; H2O / Heating
View Scheme

sodium dihydrogen phosphate

15761-39-4

1-(tert-butoxycarbonyl)-L-proline

541-41-3

chloroformic acid ethyl ester

69610-40-8

N-(tert-butoxycarbonyl)-L-prolinol

Conditions
ConditionsYield
With sodium borohydrid; sodium hydrogencarbonate; triethylamine; silica gel In tetrahydrofuran
135097-23-3

(2S)-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-ethyl ester

69610-40-8

N-(tert-butoxycarbonyl)-L-prolinol

Conditions
ConditionsYield
With lithium aluminium tetrahydride In tetrahydrofuran at 0℃; for 16h;96%

(S)-(-)-1-Boc-2-pyrrolidinemethanol Chemical Properties

IUPAC Name: (S)-(-)-1-Boc-2-pyrrolidinemethanol
Molecular Formula: C10H19NO3
Molecular Weight: 201.26
Density: 1.084 g/cm3
Melting Point: 60-64 ºC
Boiling Point: 289.5 °C at 760 mmHg
Flash Point: 128.9 °C
Solubility: insoluble
Freely Rotating Bonds: 4
Polar Surface Area: 38.77 Å2
Index of Refraction: 1.483
Molar Refractivity: 53.05 cm3
Molar Volume: 185.5 cm3
Polarizability: 21.03× 10-24 cm3
Surface Tension: 39.1 dyne/cm
Enthalpy of Vaporization: 61.36 kJ/mol
Vapour Pressure: 0.000241 mmHg at 25°C 
Storage temperature: store at 0°C 
Properties: white powder
The Cas Register Number  of Boc-L-Prolinol  is 69610-40-8.The chemical synonyms of Boc-L-Prolinol  (CAS NO.69610-40-8) are 1-Pyrrolidinecarboxylic acid, 2-(hydroxymethyl)-, 1,1-dimethylethyl ester, (2S)- ; tert-Butyl (2S)-2-(hydroxymethyl)pyrrolidine-1-carboxylate ; tert-Butyl-(2S)-2-(hydroxymethyl)pyrrolidin-1-carboxylat ; (R)-(-)-N-Boc-prolinol ; (S)-(-)-1-Boc-2-pyrrolidinemethanol ; (S)-(+)-2-(Hydroxymethyl)pyrrolidine, N-BOC protected ; (S)-1-Boc-2-pyrrolidinemethanol ; (S)-2-Hydroxymethyl-pyrrolidine-1-carboxylic acid tert-butyl ester ; (S)-tert-Butyl 2-(hydroxymethyl)pyrrolidine-1-carboxylate ; 1-Boc-L-Prolinol ; 1-Pyrrolidinecarboxylic acid, 2-(hydroxymethyl)-, 1,1-dimethylethyl ester ; Boc-L-Prolinol ; Boc-Pro-ol ; N-(tert-Butoxycarbonyl)-D-prolinol ; N-(tert-Butoxycarbonyl)-L-prolinol ; N-Boc-L-Prolinol ; N-t-BOC-L-Prolinol ; tert-Butyl 2-(hydroxymethyl)pyrrolidine-1-carboxylate  .Product categories  of Boc-L-Prolinol  (CAS NO.69610-40-8) are  Alcohol Aldehyde and acid series ; Amino Acids ; Chiral Building Blocks ; Glycidyl Compounds, etc. (Chiral) ; Synthetic Organic Chemistry ; Chiral chemicals ; Chiral Products .The molecular structure of Boc-L-Prolinol  (CAS NO.69610-40-8) is.

(S)-(-)-1-Boc-2-pyrrolidinemethanol Uses

 Boc-L-Prolinol (CAS NO.69610-40-8) is used as pharmaceutical intermediate.

(S)-(-)-1-Boc-2-pyrrolidinemethanol Production

Its raw materials are Dichloromethane ; Di-tert-butyl dicarbonate ; L-(+)-Prolinol .Preparation products are Boc-L-beta-Homoproline ; N-BOC-L-Prolinal by Boc-L-Prolinol (CAS NO.69610-40-8) .

(S)-(-)-1-Boc-2-pyrrolidinemethanol Safety Profile

Hazard Codes: IrritantXi
Risk Statements: 36/37/38 
R36/37/38: Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36: Wear suitable protective clothing.
WGK Germany: 3
Hazard Note: Irritant

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