N-Boc-4-oxo-L-Proline methyl ester
- Product Name
- N-Boc-4-oxo-L-Proline methyl ester
- CAS No.
- 102195-80-2
- Chemical Name
- N-Boc-4-oxo-L-Proline methyl ester
- Synonyms
- 1-(tert-butyl) 2-methyl (S)-4-oxopyrrolidine-1,2-dicarboxylate;(S)-1-tert-Butyl 2-methyl 4-oxopyrrolidine-1,2-dicarboxylate;N-Boc-4-oxo-L;CAS:102195-80-2;BOC-4-OXO-PRO-OME;BOC-L-PRO(4-O)-OME;BOC-L-PRO(4-OXO)-OME;BOC-PRO-(4-KETO)-OME;Boc-L-Pro(4-keto)-OMe;BOC-4-OXO-PRO-OME USP/EP/BP
- CBNumber
- CB3398551
- Molecular Formula
- C11H17NO5
- Formula Weight
- 243.26
- MOL File
- 102195-80-2.mol
N-Boc-4-oxo-L-Proline methyl ester Property
- Melting point:
- 35-40°C
- alpha
- 14 º (C=1 IN CHLOROFORM)
- Boiling point:
- 333.1±42.0 °C(Predicted)
- Density
- 1.209±0.06 g/cm3(Predicted)
- Flash point:
- 110 °C
- storage temp.
- -20°C
- solubility
- Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
- form
- Powder
- pka
- -3.86±0.40(Predicted)
- Appearance
- Light yellow to brown Solid
- optical activity
- [α]22/D +14.0°, c = 1 in chloroform
- InChI
- InChI=1S/C11H17NO5/c1-11(2,3)17-10(15)12-6-7(13)5-8(12)9(14)16-4/h8H,5-6H2,1-4H3/t8-/m0/s1
- InChIKey
- UPBHYYJZVWZCOZ-QMMMGPOBSA-N
- SMILES
- N1(C(OC(C)(C)C)=O)CC(=O)C[C@H]1C(OC)=O
- CAS DataBase Reference
- 102195-80-2(CAS DataBase Reference)
Safety
- Hazard Codes
- Xn
- Risk Statements
- 20/21/22-41
- Safety Statements
- 26-36/37-39
- WGK Germany
- 3
- HazardClass
- IRRITANT
- HS Code
- 29339900
N-Bromosuccinimide Price
- Product number
- 702498
- Product name
- N-Boc-4-oxo-L-proline methyl ester
- Purity
- 97%
- Packaging
- 1g
- Price
- $41.4
- Updated
- 2025/07/31
- Product number
- B661225
- Product name
- (2S)-1-Boc-4-oxo-prolineMethylEster
- Packaging
- 10g
- Price
- $635
- Updated
- 2021/12/16
- Product number
- B661225
- Product name
- (2S)-1-Boc-4-oxo-prolineMethylEster
- Packaging
- 500mg
- Price
- $55
- Updated
- 2021/12/16
- Product number
- B661225
- Product name
- (2S)-1-Boc-4-oxo-prolineMethylEster
- Packaging
- 1g
- Price
- $95
- Updated
- 2021/12/16
- Product number
- 16608
- Product name
- (S)-4-Oxopyrrolidine-1,2-dicarboxylicacid1-tert-butyl2-methyldiester,≥99%(GC,Chiralpurity)
- Purity
- ≥99%(GC,Chiralpurity)
- Packaging
- 5G
- Price
- $104.83
- Updated
- 2021/12/16
N-Boc-4-oxo-L-Proline methyl ester Chemical Properties,Usage,Production
Chemical Properties
Yellow Solid
Uses
(2S)-1-Boc-4-oxo-proline Methyl Ester (cas# 102195-80-2) is a compound useful in organic synthesis.
Synthesis
74844-91-0
102195-80-2
General procedure for the synthesis of BOC-4-oxo-L-proline methyl ester from N-Boc-trans-4-hydroxy-L-proline methyl ester: (a) To a solution of methyl (2S,4R)-1-Boc-4-hydroxypyrrolidine-2-carboxylate (40 g, 157 mmol) in dichloromethane (DCM, 500 mL) was added Days-Martin oxidizer (DMP, 80 g, 189 mmol) at 0 °C. The reaction mixture was stirred at room temperature for 4 h. Upon completion of the reaction, the reaction was quenched with sodium bisulfite (NaHSO3) solution. The reaction mixture was extracted with dichloromethane (DCM) and the organic phase was washed with aqueous sodium bicarbonate (NaHCO3) solution. Concentration of the organic phase afforded the title intermediate (2S)-1-tert-butoxycarbonyl-4-oxopyrrolidine-2-carboxylic acid methyl ester (33 g, 89% yield) as a colorless oil. 1H NMR (400 MHz, CDCl3): δ (ppm) 1.51 (s, 9H), 2.550-2.597 (d, 1H, J = 18.8Hz), 2.876-2.944 (t, 1H, J = 13.6Hz), 3.895 (s, 3H), 3.766-3.895 (m, 1H), 4.696- 4.814 (m, 1H).
References
[1] Chemical and Pharmaceutical Bulletin, 2000, vol. 48, # 5, p. 740 - 742
[2] Bioorganic and Medicinal Chemistry, 2009, vol. 17, # 4, p. 1557 - 1572
[3] Journal of the American Chemical Society, 2016, vol. 138, # 7, p. 2443 - 2453
[4] Angewandte Chemie - International Edition, 2002, vol. 41, # 9, p. 1600 - 1602
[5] Tetrahedron Letters, 2003, vol. 44, # 42, p. 7809 - 7812
N-Boc-4-oxo-L-Proline methyl ester Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from N-Boc-4-oxo-L-Proline methyl ester manufacturers
- Product
- N-Boc-4-oxo-L-Proline methyl ester 102195-80-2
- Price
- US $0.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 10000KGS
- Release date
- 2025-02-22
- Product
- BOC-4-OXO-PRO-OME 102195-80-2
- Price
- US $3.00/KG
- Min. Order
- 1KG
- Purity
- 98%
- Supply Ability
- 1kg,5kg,50kg
- Release date
- 2020-01-16