(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

Activate Scientific

Product number: AS3163
Product name: (S)-1-Boc-2-Cyanopyrrolidine
Purity: 97% ee
Packaging: 1g
Price: $29
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

Americas 1 Canada 2 China 156 Europe 3 Germany 4 India 7 Japan 1 Switzerland 1 United Kingdom 11 United States 28 Global 214

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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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(S)-1-BOC-2-Pyrrolidinecarbonitrile

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(S)-1-(tert-Butoxycarbonyl)-2-cyanopyrrolidine

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tert-butyl (S)-2-cyanopyrrolidine-1-carboxylate

(S)-1-(tert-Butoxycarbonyl)-2-cyanopyrrolidine&gt

(S)-2-Cyano-1-pyrrolidinecarboxyic Acid tert-Butyl Ester

tert-Butyl (S)-2-Cyano-1-pyrrolidinecarboxylate

CAS:228244-04-0

(<i>S</i>)-(?)-1-Boc-2-pyrrolidinecarbonitrile

228244-04-0

228234-04-0

228244-04-4

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