ChemicalBook > CAS DataBase List > (S)-1-Boc-2-cyanopyrrolidine

(S)-1-Boc-2-cyanopyrrolidine

Product Name
(S)-1-Boc-2-cyanopyrrolidine
CAS No.
228244-04-0
Chemical Name
(S)-1-Boc-2-cyanopyrrolidine
Synonyms
tert-butyl (S)-2-cyanopyrrolidine-1-carboxylate;CAS:228244-04-0;1-BOC-2-CYANO-PYRROLIDINE;(S)-1-Boc-2-cyanopiperidine;(S)-1-Boc-2-cyanopyrrolidine;(s)- N-boc-2-cyano-piperidine;(S)-1-BOC-2-Pyrrolidinecarbonitrile;2-CYANOPYRROLIDINE, N-BOC PROTECTED;(S)-N-Boc-pyrrolidine-2-carbonitrile;(2S)-2-Cyanopyrrolidine, N-BOC protected
CBNumber
CB4108023
Molecular Formula
C10H16N2O2
Formula Weight
196.25
MOL File
228244-04-0.mol
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(S)-1-Boc-2-cyanopyrrolidine Property

Melting point:
33-36°C
alpha 
-105.5 º (c=1, chloroform)
Boiling point:
307.9±35.0 °C(Predicted)
Density 
1.08±0.1 g/cm3(Predicted)
Flash point:
>110°C
storage temp. 
Keep in dark place,Inert atmosphere,2-8°C
pka
-4.97±0.40(Predicted)
form 
powder to lump
color 
White to Orange to Green
optical activity
[α]20/D 105.5°, c = 1 in chloroform
Water Solubility 
Slightly soluble in water.
Sensitive 
Moisture & Light Sensitive
InChI
InChI=1S/C10H16N2O2/c1-10(2,3)14-9(13)12-6-4-5-8(12)7-11/h8H,4-6H2,1-3H3/t8-/m0/s1
InChIKey
MDMSZBHMBCNYNO-QMMMGPOBSA-N
SMILES
N1(C(OC(C)(C)C)=O)CCC[C@H]1C#N
CAS DataBase Reference
228244-04-0(CAS DataBase Reference)
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Safety

Risk Statements 
20/21/22-36/37/38
Safety Statements 
26-36/37/39
RIDADR 
3439
WGK Germany 
3
HS Code 
29339900
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H312Harmful in contact with skin

H315Causes skin irritation

H319Causes serious eye irritation

H332Harmful if inhaled

H335May cause respiratory irritation

Precautionary statements

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

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P271Use only outdoors or in a well-ventilated area.

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

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

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

P405Store locked up.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
542091
Product name
(S)-(?)-1-Boc-2-pyrrolidinecarbonitrile
Purity
97%
Packaging
500mg
Price
$182
Updated
2023/06/20
TCI Chemical
Product number
B4878
Product name
(S)-1-(tert-Butoxycarbonyl)-2-cyanopyrrolidine
Purity
>96.0%(GC)
Packaging
1g
Price
$26
Updated
2023/06/20
TCI Chemical
Product number
B4878
Product name
(S)-1-(tert-Butoxycarbonyl)-2-cyanopyrrolidine
Purity
>96.0%(GC)
Packaging
5g
Price
$69
Updated
2021/12/16
TRC
Product number
B646180
Product name
(S)-(-)-1-Boc-2-cyanopyrrolidine
Packaging
25g
Price
$385
Updated
2021/12/16
SynQuest Laboratories
Product number
4H48-1-P8
Product name
(2S)-2-Cyanopyrrolidine, N-Boc protected
Packaging
25g
Price
$450
Updated
2021/12/16
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(S)-1-Boc-2-cyanopyrrolidine Chemical Properties,Usage,Production

Uses

(S)-(-)-1-Boc-2-pyrrolidinecarbonitrile is used in synthesis of prolyl oligopeptidase inhibitors and is a reagent that is used in the design of potent and selective inhibitors of DPP-4 that exhibits an attractive pharmacokinetic profile as antidiabetics.

Uses

Used in synthesis of prolyl oligopeptidase inhibitors.

Synthesis

35150-07-3

228244-04-0

GENERAL METHODS: N-Boc-L-prolinamide (5 g, 23.3 mmol) and cyanuric chloride (2.58 g, 14.0 mmol) were dissolved in DMF (10 mL), and the reaction was stirred at room temperature for 1 h (the reaction progress was monitored by TLC). After completion of the reaction, the reaction mixture was extracted with EtOAc, the organic phase was washed sequentially with water and saturated saline, dried over anhydrous Na2SO4 and concentrated under reduced pressure. The crude product was purified by silica gel column chromatography with petroleum ether/ethyl acetate (1/1, v/v) as eluent to afford (S)-1-N-Boc-2-pyrrolidinecarbonitrile (3.48 g, 76% yield) as a white solid.1H NMR (300 MHz, CDCl3) δ 4.76 (s, 1H), 3.51 (s, 2H), 2.34-2.31 (m 1H), 2.17-2.10 (m, 2H), 1.90-1.87 (m, 1H), 1.49 (s, 9H).MS (ESI) m/z 197 [M + H]+.

References

[1] Journal of Agricultural and Food Chemistry, 2012, vol. 60, # 35, p. 8544 - 8551
[2] Canadian Journal of Chemistry, 2007, vol. 85, # 2, p. 85 - 95
[3] Synthetic Communications, 2009, vol. 39, # 3, p. 395 - 406
[4] Bioorganic and Medicinal Chemistry, 2013, vol. 21, # 23, p. 7418 - 7429
[5] European Journal of Medicinal Chemistry, 2014, vol. 75, p. 111 - 122

(S)-1-Boc-2-cyanopyrrolidine Preparation Products And Raw materials

Raw materials

Preparation Products

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(S)-1-Boc-2-cyanopyrrolidine Suppliers

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View Lastest Price from (S)-1-Boc-2-cyanopyrrolidine manufacturers

Career Henan Chemical Co
Product
(S)-1-Boc-2-cyanopyrrolidine 228234-04-0
Price
US $1.00/KG
Min. Order
1KG
Purity
>98%
Supply Ability
200kg
Release date
2019-08-30
Career Henan Chemical Co
Product
(S)-1-Boc-2-cyanopyrrolidine 228244-04-0
Price
US $8.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
100MT
Release date
2018-12-15
Career Henan Chemical Co
Product
(S)-1-Boc-2-cyanopyrrolidine 228244-04-0
Price
US $8.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
100KG
Release date
2018-12-15

228244-04-0, (S)-1-Boc-2-cyanopyrrolidineRelated Search:

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