ChemicalBook > CAS DataBase List > (3R)-(+)-1-BENZYL-3-(TERT-BUTOXYCARBONYLAMINO)PYRROLIDINE

(3R)-(+)-1-BENZYL-3-(TERT-BUTOXYCARBONYLAMINO)PYRROLIDINE

Product Name
(3R)-(+)-1-BENZYL-3-(TERT-BUTOXYCARBONYLAMINO)PYRROLIDINE
CAS No.
131878-23-4
Chemical Name
(3R)-(+)-1-BENZYL-3-(TERT-BUTOXYCARBONYLAMINO)PYRROLIDINE
Synonyms
(R)-1-Benzyl-3-NBoc-aMinopyrrolidin;(R)-1-BENZYL-3-N-BOC-AMINO-PYRROLIDINE;TERT-BUTYL(R)-1-BENZYLPYRROLIDIN-3-YLCARBAMATE;(R)-Tert-butyl 1-benzylpyrrolidin-3-ylcarbamate;(R)-(+)-1-Benzyl-3-(Boc-amino)pyrrolidine;tert-butyl N-[(3R)-1-benzylpyrrolidin-3-yl]carbamate;(R)-1-BENZYL-3-(TERT-BUTOXYCARBONYLAMINO)PYRROLIDINE;(R)-1-BENZLY-3-(TERT-BUTOXYCARBONYLAMINO)PYRROLIDINE;(3R)-(+)-1-BENZYL-3-(TERT-BUTOXYCARBONYLAMINO)PYRROLIDINE;(R)-(1-BENZYL-PYRROLIDIN-3-YL)-CARBAMIC ACID TERT-BUTYL ESTER
CBNumber
CB9763580
Molecular Formula
C16H24N2O2
Formula Weight
276.37
MOL File
131878-23-4.mol
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(3R)-(+)-1-BENZYL-3-(TERT-BUTOXYCARBONYLAMINO)PYRROLIDINE Property

Melting point:
77-81 °C(lit.)
Boiling point:
385.1±31.0 °C(Predicted)
Density 
1.08
refractive index 
18.5 ° (C=2, EtOH)
storage temp. 
2-8°C
solubility 
almost transparency in Methanol
form 
powder to crystal
pka
12.31±0.20(Predicted)
color 
White to Almost white
optical activity
[α]20/D +6°, c = 1% in chloroform
CAS DataBase Reference
131878-23-4(CAS DataBase Reference)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36
WGK Germany 
3
HS Code 
29339900
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H315Causes skin irritation

H318Causes serious eye damage

H335May cause respiratory irritation

Precautionary statements

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

P280Wear protective gloves/protective clothing/eye protection/face protection.

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

Sigma-Aldrich
Product number
649961
Product name
(R)-(+)-1-Benzyl-3-(Boc-amino)pyrrolidine
Purity
97%
Packaging
1g
Price
$68.7
Updated
2023/01/07
TCI Chemical
Product number
B1932
Product name
(3R)-(+)-1-Benzyl-3-(tert-butoxycarbonylamino)pyrrolidine
Purity
>98.0%(GC)(T)
Packaging
5g
Price
$86
Updated
2025/07/31
TRC
Product number
B750238
Product name
(R)-tert-Butyl(1-Benzylpyrrolidin-3-yl)carbamate
Packaging
50mg
Price
$45
Updated
2021/12/16
Chem-Impex
Product number
41587
Product name
(R)-(+)-1-Benzyl-3-(Boc-amino)pyrrolidine,≥98%(GC)
Purity
≥98%(GC)
Packaging
1G
Price
$67.56
Updated
2021/12/16
Biosynth Carbosynth
Product number
FB60242
Product name
(3R)-(+)-1-Benzyl-3-(tert-butoxycarbonylamino)pyrrolidine
Packaging
2g
Price
$69
Updated
2021/12/16
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(3R)-(+)-1-BENZYL-3-(TERT-BUTOXYCARBONYLAMINO)PYRROLIDINE Chemical Properties,Usage,Production

Synthesis

24424-99-5

114715-39-8

131878-23-4

The general procedure for the synthesis of (R)-1-benzyl-3-(tert-butoxycarbonylamino)pyrrolidine from di-tert-butyl dicarbonate and (R)-1-benzyl-3-amino pyrrolidine was as follows: first, sodium bicarbonate (5.92 g, 70.5 mmol) was dissolved in 118 mL of deionized water, and then this solution was added to a 118 mL acetonitrile solution of (R)-(+)-benzylamino pyrrolidine 1a (5.00 g, 28.4 mmol) in 118 mL of acetonitrile solution. The mixture was stirred at room temperature for 10 minutes. Subsequently, di-tert-butyl dicarbonate (6.22 g, 28.5 mmol) was added and stirring was continued overnight at room temperature. After completion of the reaction, the reaction solution was concentrated under reduced pressure and the residue was extracted three times with dichloromethane. The organic layers were combined, dried over anhydrous sodium sulfate, filtered and concentrated. The residue was purified by fast column chromatography (eluent ratio methanol: dichloromethane = 2:98). Finally, the solvent was removed in vacuum to afford 4.24 g of tert-butyl (R)-(1-benzylpyrrolidin-3-yl)carbamate in 65.2% yield. The product was characterized by 1H NMR (400 MHz, CDCl3): δ 7.36-7.26 (m, 5H), 4.86 (bs, 1H), 4.18 (bs, 1H), 3.61 (s, 2H), 2.79 (bs, 1H), 2.65-2.61 (m, 1H), 2.54 (d, J=8.0 Hz, 1H), 2.34- 2.25 (m, 2H), 1.61-1.51 (m, 1H), 1.46 (s, 9H). The specific optical rotation [α]D was +2.5° (c 0.620, CHCl3).

References

[1] Bioorganic and Medicinal Chemistry, 2018, vol. 26, # 8, p. 1495 - 1510
[2] Journal of Medicinal Chemistry, 2001, vol. 44, # 11, p. 1815 - 1826
[3] Journal of Medicinal Chemistry, 2002, vol. 45, # 3, p. 721 - 739

(3R)-(+)-1-BENZYL-3-(TERT-BUTOXYCARBONYLAMINO)PYRROLIDINE Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from (3R)-(+)-1-BENZYL-3-(TERT-BUTOXYCARBONYLAMINO)PYRROLIDINE manufacturers

Career Henan Chemical Co
Product
(3R)-(+)-1-BENZYL-3-(TERT-BUTOXYCARBONYLAMINO)PYRROLIDINE 131878-23-4
Price
US $8.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
10tons
Release date
2018-12-25

131878-23-4, (3R)-(+)-1-BENZYL-3-(TERT-BUTOXYCARBONYLAMINO)PYRROLIDINERelated Search:


  • (R)-1-BENZYL-3-(TERT-BUTOXYCARBONYLAMINO)PYRROLIDINE
  • (R)-(1-BENZYL-PYRROLIDIN-3-YL)-CARBAMIC ACID TERT-BUTYL ESTER
  • (3<i>R</i>)-(+)-1-Benzyl-3-(<i>tert</i>-butoxycarbonylamino)pyrrolidine
  • tert-butyl N-[(3R)-1-benzylpyrrolidin-3-yl]carbamate
  • TERT-BUTYL(R)-1-BENZYLPYRROLIDIN-3-YLCARBAMATE
  • CARBAMIC ACID,[(3R)-1-(PHENYLMETHYL)-3-PYRROLIDINYL]-,1,1-DIMETHYLETHYL ESTER
  • (3R)-(+)-1-BENZYL-3-(TERT-BUTOXYCARBONYLAMINO)PYRROLIDINE
  • (3R)-(+)-1-BENZYL-3-(TERT-BUTOXYCARBONYLAMINO)PYRROLIDINE 98+%
  • (R)-1-BENZLY-3-(TERT-BUTOXYCARBONYLAMINO)PYRROLIDINE
  • (R)-1-BENZYL-3-N-BOC-AMINO-PYRROLIDINE
  • (R)-Tert-butyl 1-benzylpyrrolidin-3-ylcarbamate
  • (R)-1-Benzyl-3-NBoc-aMinopyrrolidin
  • [(3R)-1-(Phenylmethyl)-3-pyrrolidinyl]-carbamic acid 1,1-dimethylethyl ester
  • (3R)-(+)-1-Benzyl-3-(tert-butoxycarbonylamino)pyrrolidine &gt
  • Carbamic acid, N-[(3R)-1-(phenylmethyl)-3-pyrrolidinyl]-, 1,1-dimethylethyl ester
  • (3R)-(+)-1-Benzyl-3-(tert-butoxycarbonylamino)pyrrolidine/(R)-1-Benzyl-3-(tert-butoxycarbonylamino)pyrrolidine
  • (<i>R</i>)-(+)-1-Benzyl-3-(Boc-amino)pyrrolidine
  • 131878-23-4
  • 3-Aminopyrrolidines
  • Chiral 3-Aminopyrrolidines
  • Chiral Building Blocks
  • Asymmetric Synthesis
  • Pyrrolidines
  • Heterocyclic Building Blocks
  • 3-Aminopyrrolidines
  • Chiral 3-Aminopyrrolidines