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
More
Less

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
More
Less

Safety

WGK Germany 
3
HS Code 
29339900
More
Less

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.

More
Less

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
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
AK Scientific
Product number
W4297
Product name
(S)-1-tert-Butyl2-methyl4,4-difluoropyrrolidine-1,2-dicarboxylate
Packaging
1g
Price
$117
Updated
2021/12/16
More
Less

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

More
Less

N-Boc-4,4-difluoro-L-proline methyl ester Suppliers

SANBEM Biotech (Suzhou) Co., Ltd.
Tel
0512-85667806 18551283436
Fax
0512-85667816
Email
sales@sanbem.com
Country
China
ProdList
3018
Advantage
58
BTC Pharmaceutical CO. Ltd
Tel
15716293042 18862996710
Fax
0513-68015394
Email
15050603958@163.com
Country
China
ProdList
694
Advantage
55
Shanghai Boyle Chemical Co., Ltd.
Tel
Fax
86-21-57758967
Email
sales@boylechem.com
Country
China
ProdList
2922
Advantage
55
Alfa Aesar
Tel
400-6106006
Fax
021-67582001/03/05
Email
saleschina@alfa-asia.com
Country
China
ProdList
30123
Advantage
84
Energy Chemical
Tel
021-021-58432009 400-005-6266
Fax
021-58436166
Email
sales8178@energy-chemical.com
Country
China
ProdList
44801
Advantage
61
Pure Chemistry Scientific Inc.
Tel
001-857-928-2050 or 1-888-588-9418
Fax
001-617-206-9595
Email
sales@chemreagents.com
Country
United States
ProdList
10186
Advantage
62
Accela ChemBio Co.,Ltd.
Tel
021-50795510 4000665055
Fax
021-50795055
Email
sales@accelachem.com
Country
China
ProdList
11035
Advantage
64
Chemsky(shanghai)International Co.,Ltd.
Tel
021-50135380
Email
shchemsky@sina.com
Country
China
ProdList
32321
Advantage
50
Daicel Chiral Technologies (China)CO.,LTD
Tel
021-50460086-9 15921403865
Fax
+86-21-50462321
Email
han_yajun@dctc.daicel.com
Country
China
ProdList
7471
Advantage
65
Shanghai Topbiochem Technology Co., Ltd
Tel
+86-21-60341587
Fax
+86-21-61294319
Email
sales@topbiochem.com
Country
China
ProdList
6175
Advantage
58

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


  • 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