ChemicalBook > CAS DataBase List > METHYL-PYRROLIDIN-3-YL-CARBAMIC ACID TERT-BUTYL ESTER

METHYL-PYRROLIDIN-3-YL-CARBAMIC ACID TERT-BUTYL ESTER

Product Name
METHYL-PYRROLIDIN-3-YL-CARBAMIC ACID TERT-BUTYL ESTER
CAS No.
392338-15-7
Chemical Name
METHYL-PYRROLIDIN-3-YL-CARBAMIC ACID TERT-BUTYL ESTER
Synonyms
(R)-3-Boc-methylamino-pyrrolidine;(R)-3-(N-Boc-MethylaMino)pyrrolidine;(R)-3-(N-Boc-N-methylamino)pyrrolidine;tert-butyl (R)-methyl(pyrrolidin-3-yl)carbamate;tert-Butyl methyl[(3R)-pyrrolidin-3-yl]carbamate;(3R)-3-(Methylamino)pyrrolidine, 3-BOC protected;tert-Butyl (R)-N-methyl-N-(pyrrolidin-3-yl)carbamate;tert-butyl N-Methyl-N-[(3R)-pyrrolidin-3-yl]carbaMate;METHYL-PYRROLIDIN-3-YL-CARBAMIC ACID TERT-BUTYL ESTER;(R)-3-[N-(tert-Butoxycarbonyl)-N-methylamino]pyrrolidine
CBNumber
CB72130951
Molecular Formula
C10H20N2O2
Formula Weight
200.28
MOL File
392338-15-7.mol
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METHYL-PYRROLIDIN-3-YL-CARBAMIC ACID TERT-BUTYL ESTER Property

Boiling point:
268℃
Density 
1.03
Flash point:
116℃
storage temp. 
2-8°C(protect from light)
pka
9.85±0.10(Predicted)
form 
liquid
color 
Pale yellow
InChI
InChI=1S/C10H20N2O2/c1-10(2,3)14-9(13)12(4)8-5-6-11-7-8/h8,11H,5-7H2,1-4H3/t8-/m1/s1
InChIKey
XYKYUXYNQDXZTD-MRVPVSSYSA-N
SMILES
C(OC(C)(C)C)(=O)N(C)[C@@H]1CCNC1
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Safety

HS Code 
2933998090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

TRC
Product number
B810370
Product name
(R)-tert-ButylMethyl(pyrrolidin-3-yl)carbamate
Packaging
50mg
Price
$45
Updated
2021/12/16
Biosynth Carbosynth
Product number
FB32879
Product name
(R)-3-Boc-methylaminopyrrolidine
Packaging
50mg
Price
$58
Updated
2021/12/16
Apolloscientific
Product number
OR308136
Product name
(3R)-3-(Methylamino)pyrrolidine,3-BOCprotected
Packaging
1g
Price
$63
Updated
2021/12/16
Biosynth Carbosynth
Product number
FB32879
Product name
(R)-3-Boc-methylaminopyrrolidine
Packaging
100mg
Price
$105
Updated
2021/12/16
Biosynth Carbosynth
Product number
FB32879
Product name
(R)-3-Boc-methylaminopyrrolidine
Packaging
250mg
Price
$210
Updated
2021/12/16
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METHYL-PYRROLIDIN-3-YL-CARBAMIC ACID TERT-BUTYL ESTER Chemical Properties,Usage,Production

Synthesis

638217-49-9

392338-15-7

General procedure for the synthesis of (R)-3-(N-BOC-N-methylamino)pyrrolidine from the compound (CAS: 638217-49-9): preparation of tert-butyl [(3R)-pyrrolidin-3-yl]carbamate; dissolution of carbamate of compound 46 (15.58 g, 46.6 mmol) in ethanol (150 mL) under 5% Pd/C (1 g) ) catalyzed hydrogenation at 50 psi hydrogen pressure and room temperature for 18 hours. Subsequently, Pd/C (500 mg) was added additionally and the hydrogenation was continued under the same conditions for 26 hours. Upon completion of the reaction, the catalyst was removed by filtration and the filtrate was concentrated under vacuum. Purification by column chromatography (eluent: DCM:MeOH:0.880 ammonia, volumetric ratio tapered from 100:0:0 to 90:10:1) afforded (R)-3-(N-BOC-N-methylamino)pyrrolidine as a light yellow oil (5.85 g, 62% yield).1H NMR (400 MHz, CDCl3) δ: 4.56 (1H, m) , 3.06 (2H, m), 2.87 (1H, m), 2.79 (1H, m), 2.78 (3H, s), 2.54 (1H, s), 1.95 (1H, m), 1.73 (1H, m), 1.43 (9H, s) ppm. m/z MS (ESI): 201 [M + H]+.

References

[1] Patent: US2007/185075, 2007, A1. Location in patent: Page/Page column 23-24
[2] Patent: WO2010/75270, 2010, A1. Location in patent: Page/Page column 179

METHYL-PYRROLIDIN-3-YL-CARBAMIC ACID TERT-BUTYL ESTER Preparation Products And Raw materials

Raw materials

Preparation Products

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392338-15-7, METHYL-PYRROLIDIN-3-YL-CARBAMIC ACID TERT-BUTYL ESTERRelated Search:


  • METHYL-PYRROLIDIN-3-YL-CARBAMIC ACID TERT-BUTYL ESTER
  • (3R)-3-(Methylamino)pyrrolidine, 3-BOC protected
  • tert-Butyl (R)-N-methyl-N-(pyrrolidin-3-yl)carbamate
  • tert-butyl N-Methyl-N-[(3R)-pyrrolidin-3-yl]carbaMate
  • (R)-3-[N-(tert-Butoxycarbonyl)-N-methylamino]pyrrolidine
  • (R)-N-(Methyl)-N-(pyrrolidin-3-yl)carbamic acid tert-butyl ester
  • tert-Butyl methyl[(3R)-pyrrolidin-3-yl]carbamate
  • (R)-3-(N-Boc-MethylaMino)pyrrolidine
  • Carbamic acid, N-methyl-N-(3R)-3-pyrrolidinyl-, 1,1-dimethylethyl ester
  • tert-butyl (R)-methyl(pyrrolidin-3-yl)carbamate
  • (R)-3-Boc-methylamino-pyrrolidine
  • (R)-3-(N-Boc-N-methylamino)pyrrolidine
  • 392338-15-7