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

CAS No.
203866-13-1
Chemical Name:
N-BOC-cis-4-fluoro-L-proline
Synonyms
N-Boc-cis-4-F-L-Pro-OH;(2S<;Boc-4-F-L-Pro-OH;Boc-cis-Pro(4-F)-OH;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
Molecular Weight:
233.24
MDL Number:
MFCD04973957
MOL File:
203866-13-1.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-05-28 02:20:56
Product description Number Pack Size Price
N-Boc-cis-4-fluoro-L-proline 97% 687324 500mg $154
(2S,4S)-1-(tert-Butoxycarbonyl)-4-fluoro-2-pyrrolidinecarboxylic Acid >97.0%(GC)(T) B3178 1g $116
(2S,4S)-1-(tert-Butoxycarbonyl)-4-fluoro-2-pyrrolidinecarboxylic Acid >97.0%(GC)(T) B3178 200mg $34
Boc-cis-4-fluoro-L-proline Asreported 265602 250mg $347
Boc-cis-4-fluoro-L-proline Asreported 265602 500mg $475
More product size

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

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)
UNSPSC Code 12352005
NACRES NA.22

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P264-P271-P280-P302+P352-P305+P351+P338
target organs Respiratory system
PPE dust mask type N95 (US), Eyeshields, Gloves
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
NFPA 704
1
2 0

N-BOC-cis-4-fluoro-L-proline price More Price(73)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 687324 N-Boc-cis-4-fluoro-L-proline 97% 203866-13-1 500mg $154 2023-06-20 Buy
TCI Chemical B3178 (2S,4S)-1-(tert-Butoxycarbonyl)-4-fluoro-2-pyrrolidinecarboxylic Acid >97.0%(GC)(T) 203866-13-1 1g $116 2026-04-30 Buy
TCI Chemical B3178 (2S,4S)-1-(tert-Butoxycarbonyl)-4-fluoro-2-pyrrolidinecarboxylic Acid >97.0%(GC)(T) 203866-13-1 200mg $34 2026-04-30 Buy
Usbiological 265602 Boc-cis-4-fluoro-L-proline Asreported 203866-13-1 250mg $347 2026-06-03 Buy
Usbiological 265602 Boc-cis-4-fluoro-L-proline Asreported 203866-13-1 500mg $475 2026-06-03 Buy
Product number Packaging Price Buy
687324 500mg $154 Buy
B3178 1g $116 Buy
B3178 200mg $34 Buy
265602 250mg $347 Buy
265602 500mg $475 Buy

N-BOC-cis-4-fluoro-L-proline Chemical Properties,Uses,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

N-Boc-cis-4-Fluoro-L-proline methyl ester

203866-16-4

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

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

203866-16-4
203866-13-1
Synthesis of N-BOC-cis-4-fluoro-L-proline from N-Boc-cis-4-Fluoro-L-proline methyl ester
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View Lastest Price from N-BOC-cis-4-fluoro-L-proline manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
N-BOC-cis-4-fluoro-L-proline pictures 2026-07-02 N-BOC-cis-4-fluoro-L-proline
203866-13-1
$2.20-8.80 1kg 99% 100kg ZHENGZHOU JIUYI TIME NEW MATERIALS CO,.LTD
N-BOC-cis-4-fluoro-L-proline pictures 2024-02-26 N-BOC-cis-4-fluoro-L-proline
203866-13-1
1kg 98% BTC Nantong Pharmaceuticals Technology Co.,Ltd
N-BOC-cis-4-fluoro-L-proline pictures 2021-07-13 N-BOC-cis-4-fluoro-L-proline
203866-13-1
$10.00-15.00 1KG 99%+ HPLC Zhuozhou Wenxi import and Export Co., Ltd
(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 (2S,4S)-1-(tert-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 CIS-1-(TERT-BUTOXYCARBONYL)-4-FLUOROPYRROLIDINE-2-CARBOXYLIC ACID (2S,4S)-1-(tert-Butoxycarbonyl)-4-fluoro-2-pyrrolidinecarboxylic Acid > (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 (2S< N-Boc-cis-4-fluoro-L-proline N-Boc-cis-4-F-L-Pro-OH 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