ChemicalBook--->CAS DataBase List--->15401-08-8

15401-08-8

15401-08-8 Structure

15401-08-8 Structure
IdentificationBack Directory
[Name]

BOC-PRO-PRO-OH
[CAS]

15401-08-8
[Synonyms]

boc-pro-pro
BOC-PRO-PRO-OH
N-T-BOC-PRO-PRO
Boc-Pro-Pro-COOH
Boc-Pro-Pro-OH99%
Boc-L-Pro-L-Pro-OH
Boc-L-Prolyl-L-proline
BOC-PRO-PRO-OH USP/EP/BP
N-(tert-butoxycarbonyl)-Pro-Pro
(Tert-Butoxy)Carbonyl Pro-Pro-OH
(tert-Butoxycarbonyl)prolylproline
N-(tert-Butoxycarbonyl)prolylproline
1-[(1,1-Dimethylethoxy)carbonyl]-L-prolyl-L-proline
L-Proline, 1-[(1,1-dimethylethoxy)carbonyl]-L-prolyl-
(S)-1-((S)-1-(tert-Butoxycarbonyl)pyrrolidine-2-carbonyl)pyrrolidine-2-carboxylic acid
(2S)-1-[(2S)-1-[(tert-butoxy)carbonyl]pyrrolidine-2-carbonyl]pyrrolidine-2-carboxylic acid
(2S)-1-[(2S)-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carbonyl]pyrrolidine-2-carboxylicaci
(2S)-1-[(2S)-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carbonyl]pyrrolidine-2-carboxylic acid
[Molecular Formula]

C15H24N2O5
[MDL Number]

MFCD00057246
[MOL File]

15401-08-8.mol
[Molecular Weight]

312.36
Chemical PropertiesBack Directory
[Melting point ]

185-187℃ (ethyl acetate hexane )
[storage temp. ]

Sealed in dry,Store in freezer, under -20°C
[Appearance]

White to off-white Solid
[Optical Rotation]

-118.2° (C=1.00 g/100ml, MEOH)
[InChI]

InChI=1/C15H24N2O5/c1-15(2,3)22-14(21)17-9-4-6-10(17)12(18)16-8-5-7-11(16)13(19)20/h10-11H,4-9H2,1-3H3,(H,19,20)/t10-,11-/s3
[InChIKey]

XGDABHXCVGCHBB-ZOMVLEFPNA-N
[SMILES]

[C@H]1(CCCN1C(=O)OC(C)(C)C)C(=O)N1CCC[C@H]1C(=O)O |&1:0,18,r|
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H332-H335
[Precautionary statements ]

P261-P280-P305+P351+P338
[WGK Germany ]

3
Spectrum DetailBack Directory
[Spectrum Detail]

BOC-PRO-PRO-OH(15401-08-8)1HNMR
Hazard InformationBack Directory
[Synthesis]

L-Proline, 1-[(1,1-dimethylethoxy)carbonyl]-L-prolyl-, methyl ester

52386-41-1

BOC-PRO-PRO-OH

15401-08-8

GENERAL METHODS: 130 mg of N-Boc-D-Pro-L-Glu(OMe)-OMe (0.28 mmol) was dissolved in 3 cm3 methanol to which 0.7 cm3 1 M sodium hydroxide solution was added. The resulting reaction mixture was stirred at room temperature for 2 hours. After completion of the reaction, the reaction mixture was concentrated under reduced pressure. The concentrated aqueous phase was acidified with concentrated hydrochloric acid to pH 1. The aqueous phase was extracted with dichloromethane (3 x 7 cm3). The organic layers were combined, washed with saturated brine and dried over anhydrous sodium sulfate. Finally, the solvent was removed under reduced pressure to give the target product (S)-1-((S)-1-(tert-butoxycarbonyl)pyrrolidine-2-carbonyl)pyrrolidine-2-carboxylic acid.

[References]

[1] Journal of the American Chemical Society, 2013, vol. 135, # 45, p. 16793 - 16796
[2] Chemistry - A European Journal, 2008, vol. 14, # 29, p. 8939 - 8946
[3] Organic and Biomolecular Chemistry, 2009, vol. 7, # 8, p. 1599 - 1611
[4] Monatshefte fur Chemie, 2018, vol. 149, # 4, p. 729 - 736
[5] Liebigs Annalen der Chemie, 1983, vol. NO. 9, p. 1524 - 1532
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