ChemicalBook > CAS DataBase List > 1-tert-Butyl 2-methyl (2R)-4-oxopyrrolidine-1,2-dicarboxylate

1-tert-Butyl 2-methyl (2R)-4-oxopyrrolidine-1,2-dicarboxylate

Product Name
1-tert-Butyl 2-methyl (2R)-4-oxopyrrolidine-1,2-dicarboxylate
CAS No.
256487-77-1
Chemical Name
1-tert-Butyl 2-methyl (2R)-4-oxopyrrolidine-1,2-dicarboxylate
Synonyms
1-(tert-Butyl) 2-methyl (R)-4-oxopyrrolidine-1,2-dicarboxylate;Boc-4-OXO-D-Pro-Ome;N-Boc-4-oxo-L-Pro.Ome;N-Boc-4-oxo-L-proline m;Methyl N-Boc-4-keto-D-prolinate;Boc-4-oxo-D-proline Methyl ester;(2R)-N-Boc-4-oxo-D-proline methyl ester;N-Boc-4- oxygen -D- proline methyl ester;(R)-N-Boc-2-Methoxycarbonyl-4-pyrrolidone;N-Boc-4-oxo-L-proline methyl ester USP/EP/BP
CBNumber
CB72469884
Molecular Formula
C11H17NO5
Formula Weight
243.26
MOL File
256487-77-1.mol
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1-tert-Butyl 2-methyl (2R)-4-oxopyrrolidine-1,2-dicarboxylate Property

Boiling point:
333.1±42.0 °C(Predicted)
Density 
1.209
storage temp. 
under inert gas (nitrogen or Argon) at 2-8°C
pka
-3.86±0.40(Predicted)
Appearance
Off-white to yellow Solid-Liquid Mixture
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-/m1/s1
InChIKey
UPBHYYJZVWZCOZ-MRVPVSSYSA-N
SMILES
N1(C(OC(C)(C)C)=O)CC(=O)C[C@@H]1C(OC)=O
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Safety

HazardClass 
IRRITANT
HS Code 
2933998090
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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

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

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

P302+P352IF ON SKIN: wash with plenty of soap and water.

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).

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

P362Take off contaminated clothing and wash before reuse.

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N-Bromosuccinimide Price

TRC
Product number
B661535
Product name
N-Boc-4-oxo-D-ProlineMethylEster
Packaging
100mg
Price
$50
Updated
2021/12/16
Activate Scientific
Product number
AS72006
Product name
(R)-1-tert-Butyl 2-methyl 4-oxopyrrolidine-1,2-dicarboxylate
Purity
97+% ee
Packaging
1g
Price
$65
Updated
2021/12/16
Matrix Scientific
Product number
057296
Product name
(R)-1-tert-Butyl 2-methyl 4-oxopyrrolidine-1,2-dicarboxylate
Purity
95%
Packaging
1g
Price
$70
Updated
2021/12/16
Matrix Scientific
Product number
057296
Product name
(R)-1-tert-Butyl 2-methyl 4-oxopyrrolidine-1,2-dicarboxylate
Purity
95%
Packaging
250mg
Price
$35
Updated
2021/12/16
SynQuest Laboratories
Product number
4H58-1-9P
Product name
(R)-1-tert-Butyl 2-methyl 4-oxopyrrolidine-1,2-dicarboxylate
Packaging
1g
Price
$150
Updated
2021/12/16
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1-tert-Butyl 2-methyl (2R)-4-oxopyrrolidine-1,2-dicarboxylate Chemical Properties,Usage,Production

Uses

N-Boc-4-oxo-D-Proline methyl ester is a useful chemical reagent.

Synthesis

114676-69-6

256487-77-1

General procedure for the synthesis of (R)-1-tert-butyl 2-methyl 4-oxopyrrolidine-1,2-dicarboxylates from methyl (2R,4R)-1-Boc-4-hydroxypyrrolidine-2-carboxylate: Step 1: Oxidation reaction Pyridinium dichromate (9.97 g, 26.5 mmol) was dissolved in dichloromethane (60 mL) at room temperature and slowly added to a dichloromethane solution of methyl (2R,4R)-1-Boc-4-hydroxypyrrolidine-2-carboxylate (5.00 g, 20.39 mmol). The reaction mixture was stirred at room temperature overnight. After completion of the reaction, diatomaceous earth (5 g) was added and stirring was continued for 40 min, followed by filtration. The filter cake was washed with dichloromethane (50 mL x 3). The filtrates were combined, concentrated to dryness under reduced pressure, added toluene (40 mL) and concentrated again to give about 6.5 g of brown slurry-like crude product. Purification step The crude product was purified by fast silica gel column chromatography (120 g silica gel column, eluent EtOAc/hexane, gradient 0 to 100%, flow rate 85 mL/min) to afford 4.18 g (84% yield) of (R)-1-tert-butyl 2-methyl 4-oxopyrrolidine-1,2-dicarboxylate as a white solid. Product characterization LCMS (condition A): m/z 144 (M-Boc)-ve. 1H NMR (400 MHz, CDCl3) δ ppm: 4.44-4.89 (1H, m), 3.84-3.96 (2H, m), 3.77 (3H, s), 2.81-3.10 (1H, m), 2.59 (1H, dd, J = 18.93, 1.76 Hz), 1.52 (9H, s).

References

[1] Patent: WO2012/125887, 2012, A1. Location in patent: Page/Page column 74-75
[2] Patent: WO2012/125886, 2012, A1. Location in patent: Page/Page column 85
[3] Patent: WO2015/94902, 2015, A1. Location in patent: Page/Page column 20; 21
[4] Journal of Medicinal Chemistry, 1999, vol. 42, # 26, p. 5426 - 5436
[5] Patent: TW2017/8221, 2017, A. Location in patent: Page/Page column 41; 42

1-tert-Butyl 2-methyl (2R)-4-oxopyrrolidine-1,2-dicarboxylate Preparation Products And Raw materials

Raw materials

Preparation Products

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1-tert-Butyl 2-methyl (2R)-4-oxopyrrolidine-1,2-dicarboxylate Suppliers

China 128 India 1 United States 9 Global 138
Nanjing Sincerity Chemical Co. Ltd.
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Shanghai Boc Chemical Co.,Ltd
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View Lastest Price from 1-tert-Butyl 2-methyl (2R)-4-oxopyrrolidine-1,2-dicarboxylate manufacturers

Sichuan HongRi Pharma-Tech Co.,Ltd
Product
N-Boc-4-oxo-L-proline methyl ester 256487-77-1
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
1T
Release date
2023-11-21
Career Henan Chemical Co
Product
N-Boc-4-oxo-L-proline methyl ester 256487-77-1
Price
US $1.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
200kg
Release date
2019-12-31

256487-77-1, 1-tert-Butyl 2-methyl (2R)-4-oxopyrrolidine-1,2-dicarboxylateRelated Search:

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