ChemicalBook > CAS DataBase List > N-Boc-4-oxo-L-proline

N-Boc-4-oxo-L-proline

Product Name
N-Boc-4-oxo-L-proline
CAS No.
84348-37-8
Chemical Name
N-Boc-4-oxo-L-proline
Synonyms
Boc-4-oxo-L-Pro;BOC-L-PRO(4-OXO);N-Boc-4-OXO-Pro-OH;BOC-4-OXO-L-PROLINE;N-Boc-4-oxo-proline;N-Boc-4-oxo-L-prolin;Teneint-F(Tene-int-B);1-BOC-4-OXO-L-PROLINE;N-Boc-4-oxo-L-proline;N-T-BOC-4-OXO-L-PROLINE
CBNumber
CB7170519
Molecular Formula
C10H15NO5
Formula Weight
229.23
MOL File
84348-37-8.mol
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N-Boc-4-oxo-L-proline Property

Melting point:
160 °C (dec.)
alpha 
1 º (c=1 in chloroform)
Boiling point:
390.8±42.0 °C(Predicted)
Density 
1.304±0.06 g/cm3(Predicted)
vapor pressure 
0.001Pa at 25℃
storage temp. 
Inert atmosphere,2-8°C
form 
Solid:crystalline
pka
3.85±0.20(Predicted)
color 
White to Almost white
optical activity
[α]22/D +19.0 to +23.0°, c = 0.5 in acetone
Water Solubility 
Insoluble in water.
InChI
InChI=1S/C10H15NO5/c1-10(2,3)16-9(15)11-5-6(12)4-7(11)8(13)14/h7H,4-5H2,1-3H3,(H,13,14)/t7-/m0/s1
InChIKey
CKYGSXRXTIKGAJ-ZETCQYMHSA-N
SMILES
N1(C(OC(C)(C)C)=O)CC(=O)C[C@H]1C(O)=O
LogP
0.49
CAS DataBase Reference
84348-37-8(CAS DataBase Reference)
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Safety

Hazard Codes 
Xn
Risk Statements 
22-36
Safety Statements 
26
WGK Germany 
3
HS Code 
29339900
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H301Toxic if swalloed

H302Harmful if swallowed

H319Causes serious eye irritation

Precautionary statements

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P321Specific treatment (see … on this label).

P405Store locked up.

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N-Bromosuccinimide Price

TCI Chemical
Product number
B4141
Product name
N-(tert-Butoxycarbonyl)-4-oxo-L-proline
Purity
>98.0%(T)
Packaging
1g
Price
$41
Updated
2025/07/31
TCI Chemical
Product number
B4141
Product name
N-(tert-Butoxycarbonyl)-4-oxo-L-proline
Purity
>98.0%(T)
Packaging
5g
Price
$125
Updated
2025/07/31
TRC
Product number
B658940
Product name
N-Boc-4-oxo-L-proline
Packaging
100g
Price
$715
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
AAA0001666
Product name
N-BOC-4-OXO-L-PROLINE
Purity
95.00%
Packaging
1G
Price
$730
Updated
2021/12/16
ChemScene
Product number
CS-M1682
Product name
1,2-Pyrrolidinedicarboxylicacid,4-oxo-,1-(1,1-dimethylethyl)ester,(2S)-
Purity
≥98.0%
Packaging
500g
Price
$1488
Updated
2021/12/16
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N-Boc-4-oxo-L-proline Chemical Properties,Usage,Production

Chemical Properties

white to off-white solid

Uses

N-Boc-4-oxo-L-proline is used in practical Synthesis of Boc-Protected cis-4-Trifluoromethyl and cis-4-Difluoromethyl-l- prolines.

Definition

ChEBI: Boc-L-Pro(4-oxo) is a proline derivative.

Synthesis

13726-69-7

84348-37-8

General procedure for the synthesis of (S)-1-(tert-butoxycarbonyl)-4-oxopyrrolidine-2-carboxylic acid from Boc-L-hydroxyproline: trichloroisocyanuric acid (75.6 g) was added to a solution (1000 mL) of ethyl acetate of (4R)-1-(tert-butoxycarbonyl)-4-hydroxy-L-proline (Formula IV, prepared according to the method of Example 1; 100 g). The reaction system was cooled to 0°C to -5°C. An ethyl acetate solution of TEMPO (3.38 g, dissolved in 50 mL of ethyl acetate) was slowly added at -5°C to 10°C and the reaction mixture was stirred at the same temperature for 20 minutes. Subsequently, the reaction system was warmed up to 25 °C to 30 °C and kept at this temperature and stirred for 60 min. Upon completion of the reaction, the reaction was quenched with deionized water (200 mL) and stirring was continued at 25°C to 30°C for 60 minutes. The reaction mixture was filtered through a Hyflo? bed. The filtrate was washed with deionized water (2 x 200 mL) and partitioned. The organic layer was washed with aqueous sodium chloride (prepared from 40 g sodium hydroxide dissolved in 200 mL of deionized water). The organic layer was concentrated under reduced pressure at about 50°C to give a residue. The residue was dissolved in ethyl acetate (100 mL) and hexane (400 mL) was slowly added. The reaction mixture was stirred at 25 °C to 30 °C for 30 min and filtered, and the resulting solid was washed with a mixture of ethyl acetate (20 mL) and hexane (80 mL) and dried under reduced pressure at 40 °C to 45 °C to give 1-(tert-butoxycarbonyl)-4-oxo-L-proline. Yield: 95.9%.

References

[1] Patent: WO2015/19238, 2015, A1. Location in patent: Page/Page column 9
[2] Journal of the American Chemical Society, 2017, vol. 139, # 17, p. 6152 - 6159
[3] Organic Process Research and Development, 2015, vol. 19, # 1, p. 270 - 283
[4] Patent: WO2004/5249, 2004, A1. Location in patent: Page 30-31
[5] Tetrahedron Letters, 1993, vol. 34, # 46, p. 7489 - 7492

N-Boc-4-oxo-L-proline Preparation Products And Raw materials

Raw materials

Preparation Products

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N-Boc-4-oxo-L-proline Suppliers

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View Lastest Price from N-Boc-4-oxo-L-proline manufacturers

Career Henan Chemical Co
Product
N-Boc-4-oxo-L-proline 84348-37-8
Price
US $1.00/KG
Min. Order
1KG
Purity
98%
Supply Ability
1ton
Release date
2018-08-06

84348-37-8, N-Boc-4-oxo-L-prolineRelated Search:

D-Proline cis-4-Hydroxy-L-proline N-Methyl-2-pyrrolidone BOC-L-Proline L-Proline Polyvinylpyrrolidone N-Vinyl-2-pyrrolidone Pyrrolidine L-PROLINE-(4-3H(N)) 4-OXO-PROLINE N-Boc-3-pyrrolidinone Carbamic acid, (2-oxopropyl)-, 1,1-dimethylethyl ester (9CI) Methyl 1-Methyl-2-oxopyrrolidine-3-carboxylate N-Boc-4-oxo-L-Proline methyl ester BOC-4-OXO-L-PROLINE TERT-BUTYL ESTER 1-(TERT-BUTOXYCARBONYL)-4-OXOPYRROLIDINE-2-CARBOXYLIC ACID N-Boc-5-aminolevulinic acid Norvaline, 4-oxo- (9CI)

  • <I>N</I>-Boc-4-oxo-<SC>L</SC>-proline
  • (Tert-Butoxy)Carbonyl 4-oxo-Pro-OH
  • Teneint-F(Tene-int-B)
  • (2S)-N-Boc-4-oxo-L-proline
  • Boc-4-oxo-L-Pro
  • (2S)-N-Boc-4-Oxo-proline
  • (2S)-4-Oxopyrrolidine-2-carboxylic acid, N-BOC protected 97%
  • (2S)-1-(tert-Butoxycarbonyl)-4-oxo-2-pyrrolidinecarboxylic acid
  • N-(tert-Butoxycarbonyl)-4-oxo-L-proline
  • (2S)-4-Oxopyrrolidine-2-carboxylic acid, N-BOC protected
  • (2S)-4-Oxopyrrolidine-2-carboxylicacid,N-BOCprotected97%
  • (S)-4-OXO-PYRROLIDINE-1,2-DICARBOXYLIC ACID 1-TERT-BUTYL ESTER
  • N-TERT-BOC-4-OXO-L-PROLINE
  • N-TERT-BUTOXYCABONYL-4-OXO-L-PROLINE
  • N-T-BOC-4-OXO-L-PROLINE
  • BOC-L-PRO(4-OXO)
  • BOC-4-OXO-L-PROLINE
  • N-BOC-4-OXO-L-PROLINE, 97%
  • (S)-1-(tert-Butoxycarbonyl)-4-oxopyrrolidine-2-carboxylic acid
  • (S)-1-Boc-4-oxo-2-pyrrolidinecarboxylic acid
  • 1-BOC-4-OXO-L-PROLINE
  • N-(tert-butyloxycarbonyl)-4-oxo-L-proline
  • 4-oxo-, 1-(1,1-dimethylethyl) ester, (2S)-
  • (S)-N-Boc-4-oxopyrrolidine-2-carboxylic acid, Boc-L-Pro(4-oxo)
  • (2S)-1-(tert-Butoxycarbonyl)-4-oxopyrrolidine-2-carboxylic acid, 1-(tert-Butoxycarbonyl)-4-oxo-L-proline, 4-Oxo-L-proline, N-BOC protected
  • (2S)-1-[(tert-butoxy)carbonyl]-4-oxopyrrolidine-2-carboxylic acid
  • 1,2-Pyrrolidinedicarboxylic acid, 4-oxo-, 1-(1,1-diMethylethyl) ester, (2S)-
  • N-Boc-4-OXO-Pro-OH
  • N-(tert-Butoxycarbonyl)-4-oxo-L-proline &gt
  • Boc-4-oxo-Pro-OH（non-animal）
  • (S)-1-(tert-Butoxycarbonyl)-4-oxo-2-pyrrolidinecarboxylic Acid
  • N-Boc-4-oxo-L-proline USP/EP/BP
  • Tert butoxycarbonyl-4-oxo-l-proline
  • (2S)-1-[(2-methylpropan-2-yl)oxycarbonyl]-4-oxopyrrolidine-2-carboxylic acid
  • (S)-1-(tert-Butoxycarbonyl)-4-oxopyrrolidine-2-carboxylic
  • (S)-1-(tert-Butoxycarbonyl)-4-oxopyrrolidine-2-carboxylic aci
  • 1-(1,1-Dimethylethyl) (2S)-4-oxo-1,2-pyrrolidinedicarboxylate
  • 1-(tert-Butyl) (2S)-4-oxo-1,2-pyrrolidinedicarboxylate
  • 2',3'-Di-0-acetyl-5'-deoxy-5-fuluro-D-cytidine'
  • (S)-1-Boc-4-oxopyrrolidine-2-carboxylic acid
  • N-Boc-4-oxo-proline
  • N-Boc-4-oxo-L-prolin
  • (2S)-1-tert-butoxycarbonyl-4-oxo-pyrrolidine-2-carboxylic acid - [B25595]
  • N-Boc-4-oxo-L-proline
  • 84348-37-8
  • 88348-37-8
  • 84384-37-8
  • C25H36N4O10
  • Pharmaceuticalintermediates
  • pharmacetical