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

Product Name
N-Boc-cis-4-Fluoro-L-proline methyl ester
CAS No.
203866-16-4
Chemical Name
N-Boc-cis-4-Fluoro-L-proline methyl ester
Synonyms
Boc-cis-4-Fluoro-L-Proline methyl ester;N-Boc-cis-4-Fluoro-L-proline methyl ester;N-t-BOC-cis-4-fluoro-L-proline methyl ester;(2S,4S)-N-Boc-cis-4-fluoro-L-proline methyl este;(2S,4S)-N-Boc-cis-4-fluoro-L-proline methyl ester;N-Boc-cis-4-Fluoro-L-proline methyl ester USP/EP/BP;Ethyl (2S,4S)-1-Boc-4-fluoropyrrolidine-2-carboxylate;N-(tert-Butoxycarbonyl)-(2S,4S)-4-fluoroproline Methyl ester;1-tert-butyl 2-methyl (2S,4S)-4-fluoropyrrolidine-1,2-dicarb...;(2S)-1-tert-butyl 2-methyl 4-fluoropyrrolidine-1,2-dicarboxylate
CBNumber
CB22510123
Molecular Formula
C11H18FNO4
Formula Weight
247.26
MOL File
203866-16-4.mol
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N-Boc-cis-4-Fluoro-L-proline methyl ester Property

Melting point:
210 °C
Boiling point:
296.5±40.0 °C(Predicted)
alpha 
-67o (C=0.5 IN METHANOL)
Density 
1.153
refractive index 
1.448
Flash point:
110℃
storage temp. 
Sealed in dry,Room Temperature
form 
liquid
pka
-5.68±0.60(Predicted)
Appearance
Colorless to off-white Solid-Liquid Mixture
optical activity
[α]22/D -67.0°, c = 0.5 in methanol
InChI
InChI=1S/C11H18FNO4/c1-11(2,3)17-10(15)13-6-7(12)5-8(13)9(14)16-4/h7-8H,5-6H2,1-4H3/t7-,8-/m0/s1
InChIKey
METPQQHVRNLTRX-YUMQZZPRSA-N
SMILES
N1(C(OC(C)(C)C)=O)C[C@@H](F)C[C@H]1C(OC)=O
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Safety

WGK Germany 
2
HS Code 
2933998090
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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.

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.

P312Call a POISON CENTER or doctor/physician if you feel unwell.

P321Specific treatment (see … on this label).

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

P362Take off contaminated clothing and wash before reuse.

P403+P233Store in a well-ventilated place. Keep container tightly closed.

P405Store locked up.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
717010
Product name
N-Boc-cis-4-Fluoro-L-proline methyl ester
Purity
97%
Packaging
500mg
Price
$135.2
Updated
2025/07/31
Biosynth Carbosynth
Product number
FB86441
Product name
N-Boc-cis-4-fluoro-L-proline methyl ester
Packaging
1g
Price
$50
Updated
2021/12/16
Biosynth Carbosynth
Product number
FB86441
Product name
N-Boc-cis-4-fluoro-L-proline methyl ester
Packaging
2g
Price
$80
Updated
2021/12/16
Apolloscientific
Product number
PC409006
Product name
N-t-BOC-cis-4-Fluoro-L-ProlineMethylEster
Purity
95+%
Packaging
1g
Price
$81
Updated
2021/12/16
Chem-Impex
Product number
41350
Product name
N-Boc-cis-4-Fluoro-L-prolinemethylester,96.5%(HPLC)
Purity
96.5%(HPLC)
Packaging
500MG
Price
$109.76
Updated
2021/12/16
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N-Boc-cis-4-Fluoro-L-proline methyl ester Chemical Properties,Usage,Production

Uses

peptide synthesis

reaction suitability

reaction type: Boc solid-phase peptide synthesis

Synthesis

74844-91-0

203866-16-4

General procedure for the synthesis of N-Boc-trans-4-hydroxy-L-proline methyl ester from N-Boc-trans-4-hydroxy-L-proline methyl ester: To a solution of N-Boc-trans-4-hydroxy-L-proline methyl ester (11 g, 44.84 mmol) in dichloromethane (200 mL) was added dropwise at -78 °C a solution of diethylamino sulfur trifluoride ( Et2NSF3, 8.85 mL, 67.3 mmol). After the dropwise addition was completed, the reaction mixture was continued to stir at -78°C for 2 hours, followed by slow warming to room temperature and stirring for 19 hours. Upon completion of the reaction, the reaction was quenched with aqueous ammonium chloride (100 mL). The reaction mixture was extracted with dichloromethane (100 mL x 3). The organic layers were combined, dried with anhydrous sodium sulfate and concentrated under reduced pressure. The residue was purified by silica gel column chromatography with petroleum ether/ethyl acetate (v/v=20/1) as eluent to afford N-tert-butoxycarbonyl-cis-4-fluoro-L-proline methyl ester as a light yellow solid (5.0 g, 70% yield). The structure of the compound was confirmed by the following spectral data: mass spectrum (ESI positive ion mode) m/z: 248.26 [M+H]+; NMR hydrogen spectrum (400 MHz, CDCl3) δ (ppm): 5.26 and 5.13 (double peaks, 1H), 4.55-4.41 (multiple peaks, 1H), 3.88-3.74 (multiple peaks, 1H), and 3.73 (single peak, 3H), 3.64-3.58 (multiple peaks, 1H), 2.52-2.44 (multiple peaks, 1H), 2.40-2.32 (multiple peaks, 1H), 1.42-1.47 (double peaks, 9H, J=20Hz).

References

[1] Patent: WO2014/19344, 2014, A1. Location in patent: Paragraph 00434
[2] Patent: WO2014/82380, 2014, A1. Location in patent: Paragraph 00403; 00404
[3] Patent: WO2014/82379, 2014, A1. Location in patent: Page/Page column 144; 145
[4] Patent: US2015/79028, 2015, A1. Location in patent: Paragraph 1061; 1062; 1063; 1064; 1065
[5] Patent: CN103880823, 2017, B. Location in patent: Paragraph 1003-1005

N-Boc-cis-4-Fluoro-L-proline methyl ester Preparation Products And Raw materials

Raw materials

Preparation Products

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

Canada 1 China 88 India 1 United Kingdom 1 United States 12 Global 103
Shanghai Xinxin Pharmaceutical Technology Co., Ltd.
Tel
13671725141
Email
hickle@yeah.net
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China
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769
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PharmaBlock Sciences (Nanjing),Inc.
Tel
025-86918202 4000255188
Fax
86-025-86918232
Email
sales@pharmablock.com
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China
ProdList
5000
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Energy Chemical
Tel
021-021-58432009 400-005-6266
Fax
021-58436166
Email
sales8178@energy-chemical.com
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China
ProdList
44801
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Accela ChemBio Co.,Ltd.
Tel
021-50795510 4000665055
Fax
021-50795055
Email
sales@accelachem.com
Country
China
ProdList
11035
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Nanjing Chemlin Chemical Co., Ltd
Tel
025-83697070
Fax
+86-25-83453306
Email
info@chemlin.com.cn
Country
China
ProdList
15883
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64
Tianjin Derchemist Science & Technology Co., Ltd.
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22-58627059 13920586291
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022-58620305
Email
zdcomcon@126.com
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China
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3829
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50
Shanghai T&W Pharmaceutical Co., Ltd.
Tel
+86 21 61551611
Fax
+86 21 50676805
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China
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9891
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Shanghai Jian Chao Chemical Technology Co., Ltd.
Tel
150-2103-5486 18017383231
Fax
qq：2817624287
Email
983544897@qq.com
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China
ProdList
9342
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Acesys Pharmatech
Tel
18860950986
Email
tangmanman@zenjipharma.com
Country
China
ProdList
1733
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55
Guangzhou Isun Pharmaceutical Co., Ltd
Tel
020-39119399 18927568969
Fax
020-39119999
Email
isunpharm@qq.com
Country
China
ProdList
4720
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55
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View Lastest Price from N-Boc-cis-4-Fluoro-L-proline methyl ester manufacturers

Career Henan Chemical Co
Product
N-Boc-cis-4-Fluoro-L-proline methyl ester 203866-16-4
Price
US $1.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
1000KGS
Release date
2019-12-25

203866-16-4, N-Boc-cis-4-Fluoro-L-proline methyl esterRelated Search:


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