ChemicalBook > CAS DataBase List > (S)-1-Benzyl 2-Methyl 4-Oxopyrrolidine-1,2-Dicarboxylate

(S)-1-Benzyl 2-Methyl 4-Oxopyrrolidine-1,2-Dicarboxylate

Product Name
(S)-1-Benzyl 2-Methyl 4-Oxopyrrolidine-1,2-Dicarboxylate
CAS No.
16217-15-5
Chemical Name
(S)-1-Benzyl 2-Methyl 4-Oxopyrrolidine-1,2-Dicarboxylate
Synonyms
1-benzyl 2-methyl 4-oxopyrrolidine-1,2-dicarboxylate;Z-4-Oxo-Pro-OMe;CBZ-4-Oxo-Pro-OMe;1-Cbz-4-oxo-L-proline methyl ester;(2S)-N-Cbz-4-oxo-L-proline methyl ester;(S)-Cbz 1-methyl-4-oxopyrrolidine-2-carboxylate;Methyl (S)-1-Cbz-4-oxopyrrolidine-2-carboxylate;1-benzyloxycarbonyl-4-oxo-L-proline methyl ester;(S)-1-Benzyloxycarbonyl-4-oxoproline methyl ester;1-benzyloxycarbonyl-4-keto-(S)-proline Methyl ester
CBNumber
CB82469881
Molecular Formula
C14H15NO5
Formula Weight
277.27
MOL File
16217-15-5.mol
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(S)-1-Benzyl 2-Methyl 4-Oxopyrrolidine-1,2-Dicarboxylate Property

Boiling point:
422.1±45.0 °C(Predicted)
Density 
1.306±0.06 g/cm3(Predicted)
storage temp. 
Sealed in dry,Room Temperature
solubility 
Chloroform, Dichloromethane, Dimethylsulfoxide, Ethyl Acetate
form 
Oil
pka
-3.91±0.40(Predicted)
color 
Light Yellow
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Safety

HazardClass 
IRRITANT
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

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.

P312Call a POISON CENTER or doctor/physician if you feel unwell.

P321Specific treatment (see … on this label).

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

P362Take off contaminated clothing and wash before reuse.

P403+P233Store in a well-ventilated place. Keep container tightly closed.

P405Store locked up.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

TRC
Product number
O859600
Product name
(2S)-4-Oxo-1,2-pyrrolidinedicarboxylicAcid1-Benzyl2-MethylEster
Packaging
25mg
Price
$165
Updated
2021/12/16
BroadPharm
Product number
BP-22760
Product name
(S)-CBZ1-methyl-4-oxopyrrolidine-2-carboxylate
Packaging
100mg
Price
$220
Updated
2021/12/16
Matrix Scientific
Product number
057251
Product name
(S)-L-Benzyl 2-methyl 4-oxopyrrolidine-1,2-dicarboxyl
Purity
98%
Packaging
1g
Price
$275
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
CCH0001254
Product name
(S)-L-BENZYL-2-METHYL 4-OXOPYRROLIDINE-1,2-DICARBOXYLATE
Purity
95.00%
Packaging
100MG
Price
$393.75
Updated
2021/12/16
BroadPharm
Product number
BP-22760
Product name
(S)-CBZ1-methyl-4-oxopyrrolidine-2-carboxylate
Packaging
250mg
Price
$420
Updated
2021/12/16
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(S)-1-Benzyl 2-Methyl 4-Oxopyrrolidine-1,2-Dicarboxylate Chemical Properties,Usage,Production

Chemical Properties

Light Yellow Oil

Uses

(S)-1-Benzyl 2-Methyl 4-Oxopyrrolidine-1,2-Dicarboxylate is used in the preparation of dipeptidyl peptidase IV inhibitors and (hydroxy)(carbamoyl)pyrimidinones as potent and orally bioavailable HIV integrase inhibitors.

Synthesis

57653-35-7

16217-15-5

General procedure for the synthesis of N-Cbz-4-oxo-L-proline methyl ester from (2S,4S)-N-CBZ-4-hydroxyproline methyl ester: Dess-Martin periodinane (3.0 g, 7.1 mmol) was added batchwise to a solution of compound (2S,4S)-N-CBZ-4-hydroxyproline methyl ester (1.0 g , 3.6 mmol) in a solution of dichloromethane (DCM, 20 mL). After addition, the reaction mixture was stirred at room temperature for 1.0 hour. After completion of the reaction, the mixture was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (petroleum ether/ethyl acetate, v/v=5/1) to afford N-Cbz-4-oxo-L-proline methyl ester as a yellow oil (0.79 g, 79.5% yield). The structure of the compound was confirmed by the following spectral data: 1H NMR (400 MHz, CDCl3) δ (ppm): 7.47 (d, 2H, J=8.24 Hz), 7.38 (d, 2H, J=8.24 Hz), 7.24 (m, 1H), 5.09 (s, 2H), 4.18 (t, 1H), 3.68 (s, 3H). 3.38 (m, 1H), 3.32 (m, 1H), 2.21 (m, 1H), 1.96 (m, 1H).

References

[1] Patent: WO2014/82380, 2014, A1. Location in patent: Paragraph 00510; 00513
[2] Patent: EP2730572, 2014, A1. Location in patent: Paragraph 0706-0716
[3] Patent: EP2730572, 2015, B1. Location in patent: Paragraph 0706-0716
[4] Patent: WO2014/131315, 2014, A1. Location in patent: Page/Page column 176
[5] Patent: EP2730572, 2015, B1. Location in patent: Paragraph 0700; 0708

(S)-1-Benzyl 2-Methyl 4-Oxopyrrolidine-1,2-Dicarboxylate Preparation Products And Raw materials

Raw materials

Preparation Products

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(S)-1-Benzyl 2-Methyl 4-Oxopyrrolidine-1,2-Dicarboxylate Suppliers

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View Lastest Price from (S)-1-Benzyl 2-Methyl 4-Oxopyrrolidine-1,2-Dicarboxylate manufacturers

Career Henan Chemical Co
Product
（s）-L-benzyl 2-methyl 4-oxopyrrolidine-1，2-dicarboxyl 16217-15-5
Price
US $1.00/KG
Min. Order
1KG
Purity
98%
Supply Ability
200kg
Release date
2018-12-24

16217-15-5, (S)-1-Benzyl 2-Methyl 4-Oxopyrrolidine-1,2-DicarboxylateRelated Search:

1,2-Pyrrolidinedicarboxylic acid, 4-oxo-, 2-Methyl 1-(phenylMethyl) ester, (R)-

  • （s）-L-benzyl 2-methyl 4-oxopyrrolidine-1，2-dicarboxyl
  • （s）-L-benzyl-2-methyl 4-oxopyrrolidine-1，2-dicarboxylate
  • (2S)-4-Oxo-1,2-pyrrolidinedicarboxylic Acid 1-Benzyl 2-Methyl Ester
  • 1-benzyloxycarbonyl-4-keto-(S)-proline Methyl ester
  • (S)-1-Benzyl 2-methyl 4-oxopyrrolidine-1,2-dicarboxylate
  • 1-benzyl 2-methyl 4-oxopyrrolidine-1,2-dicarboxylate
  • (2S)-4-oxo-1,2-Pyrrolidinedicarboxylic acid 2-methyl 1-(phenylmethyl) ester
  • (S)-1-Benzyloxycarbonyl-4-oxoproline methyl ester
  • O1-Benzyl O2-methyl (2S)-4-oxopyrrolidine-1,2-dicarboxylate
  • (S)-Cbz 1-methyl-4-oxopyrrolidine-2-carboxylate
  • 1-Benzyl 2-methyl (2S)-4-oxopyrrolidine-1,2-dicarboxylate
  • 1-benzyloxycarbonyl-4-oxo-L-proline methyl ester
  • 1-O-benzyl 2-O-methyl (2S)-4-oxopyrrolidine-1,2-dicarboxylate
  • Z-4-Oxo-Pro-OMe
  • 1,2-Pyrrolidinedicarboxylic acid, 4-oxo-, 2-methyl 1-(phenylmethyl) ester, (2S)-
  • 1-Cbz-4-oxo-L-proline methyl ester
  • (S)-1-Benzyl 2-Methyl 4-Oxopyrrolidine-1,2-Dicarboxylate USP/EP/BP
  • CBZ-4-Oxo-Pro-OMe
  • Methyl (S)-1-Cbz-4-oxopyrrolidine-2-carboxylate
  • (2S)-N-Cbz-4-oxo-L-proline methyl ester
  • (S)-1-Benzyl 2-methyl 4-oxopyrrolidine-1,2-dicarboxylate - [B91458]
  • 1-benzyl 2-methyl (S)-4-oxopyrrolidine-1,2-dicarboxylate
  • 16217-15-5