ChemicalBook > CAS DataBase List > N-BOC-cis-4-fluoro-L-proline

N-BOC-cis-4-fluoro-L-proline

Product Name
N-BOC-cis-4-fluoro-L-proline
CAS No.
203866-13-1
Chemical Name
N-BOC-cis-4-fluoro-L-proline
Synonyms
(2S<;Boc-4-F-L-Pro-OH;Boc-cis-Pro(4-F)-OH;Boc-cis-4-F-L-Pro-OH;N-Boc-cis-4-F-L-Pro-OH;BOC-CIS-4-FLUORO-PRO-OH;Boc-cis-L-4-Fluoroproline;BOC-CIS-4-FLUORO-L-PROLINE;N-Boc-cis-4-Fluoro-L-Proline;(2S,4S)-N-Boc-4-fluoroproline
CBNumber
CB3490251
Molecular Formula
C10H16FNO4
Formula Weight
233.24
MOL File
203866-13-1.mol
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N-BOC-cis-4-fluoro-L-proline Property

Melting point:
157-161.°C
Boiling point:
346.0±42.0 °C(Predicted)
Density 
1.24±0.1 g/cm3(Predicted)
refractive index 
-57 ° (C=1, MeOH)
storage temp. 
Keep in dark place,Sealed in dry,Room Temperature
form 
powder to crystal
pka
3.53±0.40(Predicted)
color 
White to Almost white
optical activity
[α]22/D 71.0±5°, c = 1 in chloroform
InChI
InChI=1S/C10H16FNO4/c1-10(2,3)16-9(15)12-5-6(11)4-7(12)8(13)14/h6-7H,4-5H2,1-3H3,(H,13,14)/t6-,7-/m0/s1
InChIKey
YGWZXQOYEBWUTH-BQBZGAKWSA-N
SMILES
N1(C(OC(C)(C)C)=O)C[C@@H](F)C[C@H]1C(O)=O
CAS DataBase Reference
203866-13-1(CAS DataBase Reference)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26
WGK Germany 
3
HazardClass 
IRRITANT
HS Code 
29339900
Storage Class
11 - Combustible Solids
Hazard Classifications
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3
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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
687324
Product name
N-Boc-cis-4-fluoro-L-proline
Purity
97%
Packaging
500mg
Price
$154
Updated
2023/06/20
TCI Chemical
Product number
B3178
Product name
(2S,4S)-1-(tert-Butoxycarbonyl)-4-fluoro-2-pyrrolidinecarboxylic Acid
Purity
>97.0%(GC)(T)
Packaging
1g
Price
$145
Updated
2025/07/31
TCI Chemical
Product number
B3178
Product name
(2S,4S)-1-(tert-Butoxycarbonyl)-4-fluoro-2-pyrrolidinecarboxylic Acid
Purity
>97.0%(GC)(T)
Packaging
200mg
Price
$42
Updated
2025/07/31
TRC
Product number
B810355
Product name
(2S,4S)-1-(tert-Butoxycarbonyl)-4-fluoropyrrolidine-2-carboxylicacid
Packaging
500mg
Price
$55
Updated
2021/12/16
Usbiological
Product number
265602
Product name
Boc-cis-4-fluoro-L-proline
Packaging
250mg
Price
$347
Updated
2021/12/16
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N-BOC-cis-4-fluoro-L-proline Chemical Properties,Usage,Production

Chemical Properties

White powder

Uses

N-Boc-cis-4-fluoro-L-proline can be used as a substrate in the preparation of:

  • α4β2 Receptor ligands bearing pyrrolidine nucleus.
  • β-Amino pyrrolidine-2-carbonitrile derivatives as possible dipeptidyl peptidase IV (DPP4) inhibitors.

Synthesis

203866-16-4

203866-13-1

General procedure for the synthesis of (2S,4S)-4-fluoro-1-tert-butoxycarbonylpyrrolidine-2-carboxylic acid from N-tert-butoxycarbonyl-cis-4-fluoro-L-proline methyl ester: To a solution of N-tert-butoxycarbonyl-cis-4-fluoro-L-proline methyl ester (5.83 g, 23.58 mmol) in tetrahydrofuran (THF, 30 mL) was added, at 0 °C, lithium hydroxide (LiOH, 1.98 g) in aqueous solution (30 mL). The reaction mixture was stirred at room temperature for 2 h. The pH was subsequently adjusted to 5 with dilute hydrochloric acid (1 M). After evaporating THF under reduced pressure, the pH of the aqueous layer was adjusted to 2 with dilute hydrochloric acid (1 M) and extracted with ethyl acetate (EtOAc, 80 mL x 3). The organic layers were combined, dried over anhydrous sodium sulfate (Na2SO4) and concentrated under reduced pressure to afford (2S,4S)-4-fluoro-1-tert-butoxycarbonylpyrrolidine-2-carboxylic acid as a white solid (5.3 g, 96% yield). The structure of the compound was confirmed by the following spectral data: mass spectrum (ESI, positive ion mode) m/z: 234.24 [M + H]+; NMR hydrogen spectrum (400 MHz, CDCl3) δ (ppm): 8.76 (broad single peak, 1H), 5.28-5.12 (multiple peaks, 1H), 4.56-4.44 (multiple peaks, 1H), 3.86- 3.58 (multiple peaks, 2H), 2.77-2.01 (multiple peaks, 2H), 1.48-1.44 (double peaks, 9H, J = 16 Hz).

References

[1] Patent: WO2014/19344, 2014, A1. Location in patent: Paragraph 00435
[2] Patent: WO2014/82380, 2014, A1. Location in patent: Paragraph 00403; 00405
[3] Patent: WO2014/82379, 2014, A1. Location in patent: Page/Page column 144; 145
[4] Patent: WO2014/131315, 2014, A1. Location in patent: Page/Page column 144
[5] Patent: US2015/79028, 2015, A1. Location in patent: Paragraph 1061; 1066; 1067; 1068; 1069

N-BOC-cis-4-fluoro-L-proline Preparation Products And Raw materials

Raw materials

Preparation Products

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N-BOC-cis-4-fluoro-L-proline Suppliers

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View Lastest Price from N-BOC-cis-4-fluoro-L-proline manufacturers

ZHENGZHOU JIUYI TIME NEW MATERIALS CO,.LTD
Product
N-BOC-cis-4-fluoro-L-proline 203866-13-1
Price
US $2.20-8.80/kg
Min. Order
1kg
Purity
99%
Supply Ability
100kg
Release date
2025-06-17
Zhuozhou Wenxi import and Export Co., Ltd
Product
N-BOC-cis-4-fluoro-L-proline 203866-13-1
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-07-10
Zhuozhou Wenxi import and Export Co., Ltd
Product
N-BOC-cis-4-fluoro-L-proline 203866-13-1
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-07-09

203866-13-1, N-BOC-cis-4-fluoro-L-prolineRelated Search:

BOC-L-Proline N-Methyl-2-pyrrolidone Pyrrolidine cis-4-Hydroxy-L-proline tert-Butyl carbazate Povidone iodine L-PROLINE-(4-3H(N)) D-Proline tert-Butanol Polyvinylpyrrolidone Ascoric Acid N-Boc-(2R,3R,4S)-dolaproine TERT-BUTYL N-(2-HYDROXYETHYL)CARBAMATE N-Boc-4-piperidinemethanol N-Boc-endo-3-aminotropane N-Boc-exo-3-aminotropane N-Boc-pyrroline N-Boc-3-piperidineacetic acid

  • (2S,4S)-N-Boc-4-fluoropyrrolidine-2-carboxy lic acid
  • Boc-cis-L-4-Fluoroproline
  • 4S)-1-(tert-Butoxycarbonyl)-4-fluoro-2-pyrrolidinecarboxylic Acid
  • (2S,4S)-N-Boc-cis-4-Fluoro-L-proline
  • (2S,4S)-4-Fluoropyrrolidine-2-carboxylic acid, N-BOC protected
  • cis-4-Fluoro-L-proline, N-BOC protected
  • (2S,4S)-1-Boc-4-fluoro-2-pyrrolidinecarboxylic Acid N-(tert-Butoxycarbonyl)-cis-4-fluoro-L-proline N-Boc-cis-4-fluoro-L-proline
  • Boc-(2S,4S)-4-fluoro-pyrrolidine-2-carboxylic acid, Boc-flp-OH
  • Boc-4-F-L-Pro-OH
  • cis-4-Fluoro-L-proline, N-BOC protected, (4S)-1-(tert-Butoxycarbonyl)-4-fluoro-L-proline
  • (2<i>S</i>,4<i>S</i>)-1-(<i>tert</i>-Butoxycarbonyl)-4-fluoro-2-pyrrolidinecarboxylic Acid
  • Boc-cis-4-F-L-Pro-OH
  • 1,2-Pyrrolidinedicarboxylicacid, 4-fluoro-, 1-(1,1-dimethylethyl) ester, (2S,4S)-
  • (Tert-Butoxy)Carbonyl cis-L-4-FluoroPro
  • Methyl 2-(aminomethyl)pyridine-4-carboxylate, HCl
  • (2S,4S)-4-fluoro-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid
  • N-TERT-BUTOXYCARBONYL-CIS-4-FLUORO-L-PROLINE
  • N-T-BOC-CIS-4-FLUORO-L-PROLINE
  • BOC-CIS-4-FLUORO-L-PROLINE
  • BOC-CIS-4-FLUORO-PRO-OH
  • N-Boc-cis-4-Fluoro-L-Proline
  • (2S,4S)-BOC-4-FLUORO-PYRROLIDINE-2-CARBOXYLIC ACID
  • (2S,4S)-4-FLUORO-PYRROLIDINE-1,2-DICARBOXYLIC ACID 1-TERT-BUTYL ESTER
  • (2S,4S)-4-FLUORO-1-TERT-BUTOXYCARBONYL-PYRROLIDINE-2-CARBOXYLIC ACID
  • (2S,4S)-4-Fluoro-N-Boc-Pyrrolidine-2-carboxylic acid
  • N-BOC-(4S,2S)-4-FLUORO-2-PYRROLIDINECARBOXYLICACID
  • (2S,4S)-1-(tert-Butoxycarbonyl)-4-fluoro-2-pyrrolidinecarboxylic Acid
  • (2S,4S)-1-Boc-4-fluoro-2-pyrrolidinecarboxylic Acid
  • (2S,4S)-N-BOC -4-FLUORO-L-PROLINE
  • N-Boc-cis-4-F-L-Pro-OH
  • CIS-1-(TERT-BUTOXYCARBONYL)-4-FLUOROPYRROLIDINE-2-CARBOXYLIC ACID
  • (2S,4S)-1-(tert-Butoxycarbonyl)-4-fluoro-2-pyrrolidinecarboxylic Acid &gt
  • (2S,4S)-4-fluoro-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylicaci
  • N-BOC-cis-4-fluoro-L-proline USP/EP/BP
  • Boc-cis-Pro(4-F)-OH
  • (2S,4S)-N-Boc-4-fluoroproline
  • N-tert-Boc-cis-4-fluoro-L-proline
  • (2S,4S)-1-Boc-4-fluoropyrrolidine-2-carboxylic Acid
  • (2<i>S<
  • <i>N</i>-Boc-<i>cis</i>-4-fluoro-<sc>L</sc>-proline
  • 203866-13-1
  • 208366-13-1
  • C10H16FNO4
  • Carboxylic Acids (Chiral)
  • Chiral Building Blocks
  • Synthetic Organic Chemistry
  • Chiral Building Blocks
  • Heterocyclic Building Blocks
  • Pyrrolidines
  • Nitrogen cyclic compounds
  • 11