Z-Pyr-OtBu

Product Name: Z-Pyr-OtBu
CAS No.: 81470-51-1
Chemical Name: Z-Pyr-OtBu
Synonyms: Z-Pyr-OtBu;Cbz-L-pyroglutamic Acid tert-Butyl Ester;tert-butylN-benzyloxycarbonyl-L-pyroglutamate;1-benzyl 2-tert-butyl (2S)-5-oxopyrrolidine-1,2-dicarboxylate;1-Benzyl 2-(2-methyl-2-propanyl) (2S)-5-oxo-1,2-pyrrolidinedicarboxylate;(2S)-5-Oxo-1,2-pyrrolidinedicarboxylic acid 2-(1,1-dimethylethyl) 1-(phenylmethyl) ester;1,2-Pyrrolidinedicarboxylic acid, 5-oxo-, 2-(1,1-dimethylethyl)1-(phenylmethyl) ester, (S)-;1,2-Pyrrolidinedicarboxylic acid, 5-oxo-, 2-(1,1-dimethylethyl) 1-(phenylmethyl) ester, (2S)-
CBNumber: CB63035223
Molecular Formula: C17H21NO5
Formula Weight: 319.35
MOL File: 81470-51-1.mol

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Z-Pyr-OtBu Property

Melting point:: 53-55 °C
Boiling point:: 470.1±45.0 °C(Predicted)
Density: 1.219±0.06 g/cm3(Predicted)
storage temp.: Sealed in dry,Room Temperature
pka: -4.33±0.40(Predicted)
Appearance: White to off-white Solid
optical activity: Consistent with structure

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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

TRC

Product number: P999198
Product name: Z-Pyr-OtBu
Packaging: 100mg
Price: $60
Updated: 2021/12/16

AK Scientific

Product number: 8860CR
Product name: Z-Pyr-OtBu
Packaging: 1g
Price: $73
Updated: 2021/12/16

American Custom Chemicals Corporation

Product number: AAA0035299
Product name: Z-PYR-OTBU
Purity: 95.00%
Packaging: 5MG
Price: $458.21
Updated: 2021/12/16

Ambeed

Product number: A346058
Product name: Z-Pyr-OtBu
Purity: 97%
Packaging: 250mg
Price: $6
Updated: 2021/12/16

Ambeed

Product number: A346058
Product name: Z-Pyr-OtBu
Purity: 97%
Packaging: 1g
Price: $10
Updated: 2021/12/16

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Z-Pyr-OtBu Chemical Properties,Usage,Production

Synthesis

35418-16-7

501-53-1

81470-51-1

To a solution of tetrahydrofuran (THF, 62 mL) of tert-butyl (S)-5-oxopyrrolidine-2-carboxylate (2.29 g, 12.4 mmol) was added sodium hydride (NaH, 60% Oil Dispersion, 546 mg, 13.6 mmol, 1.1 eq.), and stirred for 30 min at room temperature. Benzyl chloroformate (1.94 mL, 13.6 mmol, 1.1 eq.) was then added and stirring was continued for 20 hours. Upon completion of the reaction, the solvent was removed by evaporation under reduced pressure, saturated aqueous ammonium chloride (NH4Cl) (100 mL) was added and extracted with ethyl acetate (EtOAc, 2 x 100 mL). The organic phases were combined, dried with magnesium sulfate (MgSO4), filtered and concentrated under reduced pressure. Purification by silica gel (SiO2) column chromatography with the eluent of cyclohexane/ethyl acetate (3:1) afforded 1-benzyl 2-tert-butyl (S)-5-oxopyrrolidine-1,2-dicarboxylate (3.56 g, 11.1 mmol, 90% yield) as a colorless oil. Thin layer chromatography (TLC) Rf value was 0.18 (cyclohexane/ethyl acetate 3:1, potassium permanganate color development).1H-NMR (300MHz, CDCl3) δ: 1.39 (s, 9H, 3×CH3), 1.97-2.70 (m, 4H, 2×CH2), 4.54 (dd, J=9.3,2.7Hz, 1H, CH), 5.27 (dd, J=16.2,12.3Hz, 2H, CH2), 7.27-7.43 (m, 5H, Ar-H). 13C-NMR (75.5MHz, CDCl3) δ: 25.11, 27.12, 31.23, 59.60, 68.43, 82.76, 128.4, 128.6, 128.7, 135.3 , 151.1, 170.3, 173.3.

References

[1] Organic Letters, 2014, vol. 16, # 20, p. 5254 - 5257
[2] Patent: WO2015/110271, 2015, A1. Location in patent: Page/Page column 92; 95
[3] Patent: EP2899192, 2015, A1. Location in patent: Paragraph 0152; 0153
[4] Patent: US2017/2003, 2017, A1. Location in patent: Paragraph 0295-0298
[5] Patent: WO2004/50084, 2004, A2. Location in patent: Page/Page column 60; 61

Z-Pyr-OtBu Preparation Products And Raw materials

Raw materials

Preparation Products

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Z-Pyr-OtBu Suppliers

China 31 India 1 United States 2 Global 34

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81470-51-1