ChemicalBook > CAS DataBase List > 1-Boc-Pyrrolidine

1-Boc-Pyrrolidine

Product Name
1-Boc-Pyrrolidine
CAS No.
86953-79-9
Chemical Name
1-Boc-Pyrrolidine
Synonyms
N-Boc;NT 0186;1-BOC-PYRROLIDINE;n-boc-pyrrolidine;N-1-BOC-Pyrrolidone;N-T-BOC-PYRROLIDINE;N-T-Boc-Pyrrolidone;N-Boc-pyrrolidine 97%;1-Boc-pyrrolidine,96%;N-tert-Boc-Pyrrolidine
CBNumber
CB7361768
Molecular Formula
C9H17NO2
Formula Weight
171.24
MOL File
86953-79-9.mol
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1-Boc-Pyrrolidine Property

Boiling point:
80 °C/0.2 mmHg (lit.)
Density 
0.977 g/mL at 25 °C (lit.)
refractive index 
n20/D 1.449(lit.)
Flash point:
187 °F
storage temp. 
Keep in dark place,Sealed in dry,Room Temperature
solubility 
Chloroform, Methanol
form 
Oil
pka
-1.28±0.20(Predicted)
color 
Clear Colorless
BRN 
4664750
InChI
InChI=1S/C9H17NO2/c1-9(2,3)12-8(11)10-6-4-5-7-10/h4-7H2,1-3H3
InChIKey
LPQZERIRKRYGGM-UHFFFAOYSA-N
SMILES
N1(C(OC(C)(C)C)=O)CCCC1
CAS DataBase Reference
86953-79-9(CAS DataBase Reference)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36
RIDADR 
NA 1993 / PGIII
WGK Germany 
3
Hazard Note 
Irritant
HS Code 
29339900
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

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

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

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

P302+P352IF ON SKIN: wash with plenty of soap and water.

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
427055
Product name
N-Boc-pyrrolidine
Purity
97%
Packaging
10g
Price
$157
Updated
2025/07/31
TCI Chemical
Product number
B3971
Product name
1-tert-Butoxycarbonylpyrrolidine
Purity
>98.0%(GC)
Packaging
5g
Price
$61
Updated
2025/07/31
TCI Chemical
Product number
B3971
Product name
1-tert-Butoxycarbonylpyrrolidine
Purity
>98.0%(GC)
Packaging
25g
Price
$191
Updated
2025/07/31
TRC
Product number
B665850
Product name
N-Boc-pyrrolidine
Packaging
50g
Price
$165
Updated
2021/12/16
Usbiological
Product number
239973
Product name
N-Boc-
Packaging
25mg
Price
$305
Updated
2021/12/16
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1-Boc-Pyrrolidine Chemical Properties,Usage,Production

Chemical Properties

liquid

Uses

N-Boc-pyrrolidine may be used in the synthesis of the following:

  • 2-aryl-N-boc-pyrrolidines
  • scalemic 2-pyrrolidinylcuprates
  • 2-alkenyl-N-Boc-pyrrolidines
  • 1-deoxycastanospermine
  • methylphenidate analogues
  • (+)-elaeokanine A

Uses

1-Boc-pyrrolidine is a boc-protected cyclic amine used as a building block in the preparation of diastereomers by usually undergoing α'-lithiations and electrophilic substitution reactions.

General Description

N-Boc-pyrrolidine is an N-substituted pyrrolidine. It is reported that the reactivity of N-Boc-pyrrolidine towards C-H insertion reaction is 2000 times more than cyclohexane. It undergoes α-arylation in the presence of a palladium catalyst with high enantioselectivity.

Synthesis

123-75-1

24424-99-5

86953-79-9

The general procedure for the synthesis of 1-Boc-tetrandrine from tetrandrine and di-tert-butyl dicarbonate is as follows: the synthesis was carried out by a modified literature method (omitting the Sparteine chiral ligand), as specified in J. Am. Chem. Soc. 1994, 116, 3231.The steps are as follows: A) Preparation of Boc-protected pyrrolidines Triethylamine (TEA, 15.6 g, 0.15 mol) was slowly added to a dichloromethane (DCM, 150 mL) solution of pyrrolidine (10.0 g, 0.14 mol) in stirring at 0 °C. Subsequently, di-tert-butyl dicarbonate ((Boc)2O, 30.6 g, 0.14 mol) was added, and the reaction mixture was stirred at room temperature for 1 hour. The progress of the reaction was monitored by thin layer chromatography (TLC) to confirm complete pyrrolidine consumption. Upon completion of the reaction, the reaction mixture was washed sequentially with 1 M aqueous hydrochloric acid (100 mL) and brine, and the organic phase was dried over anhydrous sodium sulfate (Na2SO4), filtered, and concentrated under reduced pressure to afford the colorless, oily product 1-Boc-tetrandrine (24.0 g, 100%), which could be used in the subsequent steps without further purification.

References

[1] Tetrahedron Letters, 2008, vol. 49, # 16, p. 2527 - 2532
[2] Patent: WO2013/102242, 2013, A1. Location in patent: Page/Page column 94; 95
[3] Tetrahedron Letters, 2007, vol. 48, # 47, p. 8318 - 8322
[4] Journal of the American Chemical Society, 2017, vol. 139, # 24, p. 8267 - 8276
[5] Synthesis, 2001, # 4, p. 550 - 552

1-Boc-Pyrrolidine Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from 1-Boc-Pyrrolidine manufacturers

Henan Aochuang Chemical Co.,Ltd.
Product
1-Boc-Pyrrolidine 86953-79-9
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
1Ton
Release date
2022-09-26
Shaanxi Dideu Medichem Co. Ltd
Product
1-Boc-Pyrrolidine 86953-79-9
Price
US $0.10/KG
Min. Order
1KG
Purity
99.0%
Supply Ability
1000Tons
Release date
2024-08-04
Career Henan Chemical Co
Product
1-Boc-Pyrrolidine 86953-79-9
Price
US $500.00/KG
Min. Order
1KG
Purity
98%
Supply Ability
1ton
Release date
2018-08-04

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