ChemicalBook > CAS DataBase List > N-Boc-4,4-difluoro-L-proline methyl ester

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
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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
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Safety

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

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.

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N-Bromosuccinimide Price

Sigma-Aldrich
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
TRC
Product number
T135533
Product name
(S)-1-Tert-Butyl2-Methyl4,4-Difluoropyrrolidine-1,2-dicarboxylate
Packaging
500mg
Price
$90
Updated
2021/12/16
SynQuest Laboratories
Product number
4H58-3-S5
Product name
N-Boc-4,4-difluoro-L-proline methyl ester
Packaging
1g
Price
$75
Updated
2021/12/16
Chem-Impex
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
Apolloscientific
Product number
PC409002
Product name
N-t-BOC-4,4-Difluoro-L-ProlineMethylEster
Packaging
250mg
Price
$116
Updated
2021/12/16
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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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N-Boc-4,4-difluoro-L-proline methyl ester Suppliers

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203866-17-5, N-Boc-4,4-difluoro-L-proline methyl esterRelated Search:

L-Tryptophan Boc-L-Proline-methyl ester 2-(2,2-DIFLUORO-PROPYLAMINO)-ETHANOL 1-BOC-3,3-DIFLUOROPYRROLIDINE N-BOC-cis-4-fluoro-L-proline (S)-3-FLUORO-PYRROLIDINE N-trans-BOC-(3S)-Fluoropyrrolidine 3,3-DIFLUOROPYRROLIDINE HYDROCHLORIDE N-BOC-4,4-difluoro-L-proline BOC-TRANS-4-FLUORO-L-PROLINE METHYL ESTER METHYL (2S,4R)-4-FLUOROPROLINATE BOC-4,4-DIFLUORO-L-PROLINE METHYL ESTER 1-(1,1-Dimethylethyl) (2S,4R)-4-fluoro-1,2-pyrrolidinedicarboxylate (2S,4R)-4-Fluoropyrrolidine-2-carboxylic acid (2S,4S)-4-FLUORO-2-METHOXYCARBONYL-PYRROLIDINE HCL (2S,4S)-4-FLUORO-PYRROLIDINE-2-CARBOXYLIC ACID N-BOC-ALPHA-METHYL-L-PROLINE L-Proline, 4,4-difluoro- (9CI)

  • N-Boc-4,4-Difluoro-L-proline Methyl ester 97%
  • Methyl (S)-1-Boc-4,4-difl...
  • 1,2-Pyrrolidinedicarboxylicacid, 4,4-difluoro-, 1-(1,1-diMethylethyl) 2-Methyl ester, (2S)-
  • Methyl 1-(tert-butoxycarbonyl)-4,4-difluoropyrrolidine-(2S)-carboxylate
  • 1-tert-Butyl 2-methyl (S)-4,4-difluoropyrrolidine-1,2-dicarboxylate
  • Methyl (S)-1-Boc-4,4-difluoropyrrolidine-2-carboxylate
  • 1-tert-butyl 2-methyl (2S)-4,4-difluoropyrrolidine-1,2-dicarboxylate
  • N-Boc-4,4-Difluoro-<SC>L</SC>-proline methyl ester
  • N-Boc-4,4-difluoro-L-proline Methyl Ester,99%e.e.
  • BOC-4,4-DIFLUORO-L-PROLINE METHYL ESTER
  • BOC-L-PRO(4,4-DIFLUORO)-OME
  • N-T-BOC-4,4-DIFLUORO-L-PROLINE METHYL ESTER
  • N-Boc-4,4-difluoro-L-proline methyl ester
  • 1-tert-Butyl 2-methyl (2S)-4,4-difluoro-1,2-pyrrolidinedicarboxylate, tert-Butyl (2S)-2-(methoxycarbonyl)-4,4-difluoropyrrolidine-1-carboxylate
  • 1-tert-Butyl 2-methyl (2S)-4,4-difluoro-1,2-pyrrolidinedicarboxylate
  • tert-Butyl (2S)-2-(methoxycarbonyl)-4,4-difluoropyrrolidine-1-carboxylate
  • (S)-4,4-Difluoro-1,2-pyrrolidinedicarboxylic acid 1-(1,1-dimethylethyl) 2-methyl ester
  • O1-tert-butyl O2-methyl (2S)-4,4-difluoropyrrolidine-1,2-dicarboxylate
  • 1-tert-butyl 2-methyl 4,4-difluoropyrrolidine-1,2-dicarboxylate
  • 1-O-tert-butyl 2-O-methyl (2S)-4,4-difluoropyrrolidine-1,2-dicarboxylate
  • 1-(tert-butyl) 2-methyl (S)-4,4-difluoropyrrolidine-1,2-dica
  • BOC-4,4-DIFLUORO-L-PROLINE METHYL ESTER USP/EP/BP
  • (2S)-N-Boc-4,4-difluoro-L-proline methyl ester
  • N-Boc-4,4-Difluoro-<SC>L<
  • <i>N</i>-Boc-4,4-Difluoro-<sc>L</sc>-proline methyl ester
  • 203866-17-5
  • C11H17F2NO4