N-Boc-4,4-difluoro-L-proline methyl ester
- Product Name
- N-Boc-4,4-difluoro-L-proline methyl ester
- CAS No.
- 203866-17-5
- Chemical Name
- N-Boc-4,4-difluoro-L-proline methyl ester
- Synonyms
- N-Boc-4,4-Difluoro-
L<;BOC-L-PRO(4,4-DIFLUORO)-OME;Methyl (S)-1-Boc-4,4-difl...;BOC-4,4-DIFLUORO-L-PROLINE METHYL ESTER;N-Boc-4,4-difluoro-L-proline methyl ester;N-T-BOC-4,4-DIFLUORO-L-PROLINE METHYL ESTER;N-Boc-4,4-Difluoro-L-proline Methyl ester 97%;(2S)-N-Boc-4,4-difluoro-L-proline methyl ester;N-Boc-4,4-difluoro-L-proline Methyl Ester,99%e.e.;BOC-4,4-DIFLUORO-L-PROLINE METHYL ESTER USP/EP/BP - CBNumber
- CB2324050
- Molecular Formula
- C11H17F2NO4
- Formula Weight
- 265.25
- MOL File
- 203866-17-5.mol
N-Boc-4,4-difluoro-L-proline methyl ester Property
- Melting point:
- 41-46 °C
- Boiling point:
- 293℃
- Density
- 1.22
- Flash point:
- 110 °C
- storage temp.
- 2-8°C
- pka
- -8.00±0.60(Predicted)
- form
- White to off-white crystalline powder
- Appearance
- White to light yellow Solid
- InChI
- InChI=1S/C11H17F2NO4/c1-10(2,3)18-9(16)14-6-11(12,13)5-7(14)8(15)17-4/h7H,5-6H2,1-4H3/t7-/m0/s1
- InChIKey
- RQDZKOOUQIDZOG-ZETCQYMHSA-N
- SMILES
- N1(C(OC(C)(C)C)=O)CC(F)(F)C[C@H]1C(OC)=O
Safety
- WGK Germany
- 3
- HS Code
- 29339900
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
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.
N-Bromosuccinimide Price
- Product number
- 702463
- Product name
- N-Boc-4,4-Difluoro-L-proline methyl ester
- Purity
- 97%
- Packaging
- 1g
- Price
- $324.8
- Updated
- 2025/07/31
- Product number
- T135533
- Product name
- (S)-1-Tert-Butyl2-Methyl4,4-Difluoropyrrolidine-1,2-dicarboxylate
- Packaging
- 500mg
- Price
- $90
- Updated
- 2021/12/16
- Product number
- 16539
- Product name
- Boc-4,4-Difluoro-L-prolinemethylester,≥99%(NMR)
- Purity
- ≥99%(NMR)
- Packaging
- 250MG
- Price
- $108.56
- Updated
- 2021/12/16
- Product number
- PC409002
- Product name
- N-t-BOC-4,4-Difluoro-L-ProlineMethylEster
- Packaging
- 250mg
- Price
- $116
- Updated
- 2021/12/16
- Product number
- W4297
- Product name
- (S)-1-tert-Butyl2-methyl4,4-difluoropyrrolidine-1,2-dicarboxylate
- Packaging
- 1g
- Price
- $117
- Updated
- 2021/12/16
N-Boc-4,4-difluoro-L-proline methyl ester Chemical Properties,Usage,Production
Uses
peptide synthesis
reaction suitability
reaction type: Boc solid-phase peptide synthesis
Synthesis
102195-80-2
203866-17-5
General procedure for the synthesis of N-BOC-4,4-difluoro-L-proline methyl ester from BOC-4-oxo-L-proline methyl ester: Intermediate 5a (300 g, 1.23 mmol, 1.00 eq.) was dissolved in dichloromethane (30 mL) at 0 °C, and DAST (1.80 g, 11.2 mmol, 9.00 eq.) was slowly added dropwise to the dichloromethane (10 mL) solution. The reaction mixture was stirred overnight at room temperature. Upon completion of the reaction, the reaction mixture was washed sequentially with saturated aqueous sodium bicarbonate solution (1 x 30 mL) and brine (3 x 30 mL). The organic layer was separated, dried with anhydrous sodium sulfate and concentrated under reduced pressure to give Intermediate 5b (300 mg, 92% yield) as a yellow oil.
References
[1] Patent: WO2006/123257, 2006, A2. Location in patent: Page/Page column 70
[2] Patent: WO2013/96771, 2013, A1. Location in patent: Page/Page column 95
[3] Journal of the American Chemical Society, 2016, vol. 138, # 7, p. 2443 - 2453
[4] Journal of Medicinal Chemistry, 2018, vol. 61, # 17, p. 7589 - 7613
[5] Patent: WO2005/23762, 2005, A1. Location in patent: Page/Page column 72
N-Boc-4,4-difluoro-L-proline methyl ester Preparation Products And Raw materials
Raw materials
Preparation Products
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