(S)-N-ALPHA-T-BUTYLOXYCARBONYL-PYROGLUTAMIC ACID T-BUTYL ESTER

Product Name: (S)-N-ALPHA-T-BUTYLOXYCARBONYL-PYROGLUTAMIC ACID T-BUTYL ESTER
CAS No.: 91229-91-3
Chemical Name: (S)-N-ALPHA-T-BUTYLOXYCARBONYL-PYROGLUTAMIC ACID T-BUTYL ESTER
Synonyms: Di-tert-butyl (S)-5-Oxopyrrolidine-1,2-dicarboxylate;Boc-Py;Boc-pGlu-OtBu;BOC-L-PYR-OTBU;BOC-S-PYR-OTBU;Boc-Pyr(otbu)-OH;BOC-(2S)-PYROGLUT-TBU;(Tert-Butoxy)Carbonyl Pyr-OtBu;tert-Butyl N-Boc-L-pyroglutamate;Boc- PyroglutaMic acid ter-butyl ester
CBNumber: CB8754204
Molecular Formula: C14H23NO5
Formula Weight: 285.34
MOL File: 91229-91-3.mol

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(S)-N-ALPHA-T-BUTYLOXYCARBONYL-PYROGLUTAMIC ACID T-BUTYL ESTER Property

Melting point:: 55.0 to 59.0 °C
Boiling point:: 390.7±35.0 °C(Predicted)
Density: 1.138±0.06 g/cm3(Predicted)
storage temp.: Keep in dark place,Sealed in dry,Room Temperature
form: powder to crystal
pka: -4.28±0.40(Predicted)
color: White to Almost white
InChI: InChI=1S/C14H23NO5/c1-13(2,3)19-11(17)9-7-8-10(16)15(9)12(18)20-14(4,5)6/h9H,7-8H2,1-6H3/t9-/m0/s1
InChIKey: INVKHBRFFCQICU-VIFPVBQESA-N
SMILES: N1(C(OC(C)(C)C)=O)C(=O)CC[C@H]1C(OC(C)(C)C)=O

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Safety

HS Code: 2933.79.8500

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye 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.

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

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

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N-Bromosuccinimide Price

TCI Chemical

Product number: B5216
Product name: tert-Butyl N-(tert-Butoxycarbonyl)-L-pyroglutamate
Purity: >98.0%(HPLC)(N)
Packaging: 1g
Price: $43
Updated: 2025/07/31

TCI Chemical

Product number: B5216
Product name: tert-Butyl N-(tert-Butoxycarbonyl)-L-pyroglutamate
Purity: >98.0%(HPLC)(N)
Packaging: 5g
Price: $168
Updated: 2025/07/31

TRC

Product number: B665955
Product name: (S)-N-Boc-2-pyrrolidone-5-carboxylicacidt-butylester
Packaging: 500mg
Price: $65
Updated: 2021/12/16

Biosynth Carbosynth

Product number: FD140058
Product name: (S)-Di-tert-butyl 5-oxopyrrolidine-1,2-dicarboxylate
Packaging: 5G
Price: $80
Updated: 2021/12/16

AK Scientific

Product number: N782
Product name: (S)-N-Boc-2-pyrrolidone-5-carboxylicacidt-butylester
Packaging: 5g
Price: $61
Updated: 2021/12/16

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(S)-N-ALPHA-T-BUTYLOXYCARBONYL-PYROGLUTAMIC ACID T-BUTYL ESTER Chemical Properties,Usage,Production

Synthesis

24424-99-5

35418-16-7

91229-91-3

General procedure for the synthesis of tert-butyl (S)-N-Boc-pyrrolidone-5-carboxylate from di-tert-butyl dicarbonate and tert-butyl (S)-5-oxopyrrolidine-2-carboxylate: to a 1 L round bottom flask was added 40 g (216 mmol) of tert-butyl (S)-5-oxopyrrolidine-2-carboxylate followed by 350 mL of acetonitrile (MeCN). The reaction mixture was cooled to 50 °C, followed by the addition of 4-dimethylaminopyridine (DMAP, 0.5 g, 4.32 mmol) and di-tert-butyl dicarbonate (Boc2O, 47.1 g, 216 mmol). The reaction was allowed to warm up slowly to room temperature over 30 minutes. After 1.5 hours of reaction, thin layer chromatography (TLC) analysis showed that the reaction was complete. Water (300 mL) and isopropyl acetate (IPAc, 400 mL) were added to the reaction mixture, and the mixture was transferred to a 2L dispensing funnel. The aqueous layer was separated and the organic layer was dried with anhydrous magnesium sulfate (MgSO4), filtered and concentrated to obtain an oil. The oil was dissolved in a minimal amount of ethyl acetate (EtOAc) and chromatographically separated on a 600g silica gel column with an elution gradient of 100% hexane to 1:1 hexane/ethyl acetate. The target fraction was collected and concentrated to afford 60 g (210 mmol, 97% yield) of di-tert-butyl (S)-5-oxopyrrolidine-1,2-dicarboxylate.1H NMR (500 MHz, CDCl3): δ 4.5 (dd, J=2.5,6.85 Hz, 1H), 2.4-2.7 (m, 2H), 2.3 (m, 1H), 2.0 (m. 1H), 1.57 (s, 9H), 1.50 (s, 9H).

References

[1] Tetrahedron Letters, 2008, vol. 49, # 12, p. 1957 - 1960
[2] Patent: WO2010/126820, 2010, A2. Location in patent: Page/Page column 28; 29
[3] European Journal of Organic Chemistry, 2018, vol. 2018, # 4, p. 455 - 460
[4] Biochemistry, 2011, vol. 50, # 33, p. 7184 - 7197
[5] Organic letters, 2002, vol. 4, # 7, p. 1139 - 1142

(S)-N-ALPHA-T-BUTYLOXYCARBONYL-PYROGLUTAMIC ACID T-BUTYL ESTER Preparation Products And Raw materials

Raw materials

Preparation Products

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(S)-N-ALPHA-T-BUTYLOXYCARBONYL-PYROGLUTAMIC ACID T-BUTYL ESTER Suppliers

Americas 1 China 94 Europe 1 Germany 4 India 9 Italy 1 Japan 1 United Kingdom 1 United States 17 Global 129

Giant chemicals

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View Lastest Price from (S)-N-ALPHA-T-BUTYLOXYCARBONYL-PYROGLUTAMIC ACID T-BUTYL ESTER manufacturers

ZHENGZHOU JIUYI TIME NEW MATERIALS CO,.LTD

Product: (S)-N-Boc-2-pyrrolidone-5-carboxylic acid tert-butyl ester 91229-91-3
Price: US $1.10-9.90/KG
Min. Order: 1KG
Purity: 99%min
Supply Ability: 100KG
Release date: 2025-08-20

Career Henan Chemical Co

Product: (S)-N-ALPHA-T-BUTYLOXYCARBONYL-PYROGLUTAMIC ACID T-B 91229-91-3
Price: US $7.00/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: 100KG
Release date: 2018-12-16

91229-91-3, (S)-N-ALPHA-T-BUTYLOXYCARBONYL-PYROGLUTAMIC ACID T-BUTYL ESTERRelated Search:

BOC-PYR-OH Boc-L-Proline-methyl ester (S)-N-ALPHA-T-BUTYLOXYCARBONYL-PYROGLUTAMIC ACID T-BUTYL ESTER Boc-L-Pyroglutamic acid methyl ester BOC-PYR-OET Ethyl L-pyroglutamate Methyl L-pyroglutamate H-PRO-OTBU BOC-DL-PROLINE ETHYL ESTER H-PRO-OIPR tert-butyl 5-oxo-L-prolinate (HYDROXYMETHYL)-2-PYRROLIDINONE BOC-ALA-OTBU N-BOC-ALPHA-METHYL-L-PROLINE TERT-BUTYL (ETHOXYCARBONYL)METHYLETHYLCARBAMATE 5-OXO-PYRROLIDINE-2-CARBOXYLIC ACID METHYL ESTER BOC-GLYCINE TERT-BUTYL ESTER 1-(TERT-BUTOXYCARBONYL)-2-PYRROLIDINONE

1,2-di-tert-butyl (2S)-5-oxopyrrolidine-1,2-dicarboxylate

DI-TERT-BUTYL (2S)-5-OXOPYRROLIDINE-1,2-DICARBOXYLATE

BOC-(2S)-PYROGLUT-TBU

BOC-S-PYR-OTBU

BOC-L-PYR-OTBU

(S)-N-BOC-PYROGLUTAMIC ACID TERT-BUTYL ESTER

(S)-N-ALPHA-T-BUTYLOXYCARBONYL-PYROGLUTAMIC ACID T-BUTYL ESTER

(S)-N-ALPHA-TERT-BUTYLOXYCARBONYL-PYROGLUTAMIC ACID T-BUTYL ESTER

(S)-N-BOC-2-PYRROLIDONE-5-CARBOXYLIC ACID T-BUTYL ESTER

(S)-N-Boc-2-pyrrolidone-5-carboxylicacidtert-butylester

(S)-5-Oxo-pyrrolidine-1,2-dicarboxylic acid di-tert-butyl ester

Boc- PyroglutaMic acid ter-butyl ester

tert-Butyl (S)-N-Boc-5-oxo-2-pyrrolidinecarboxylate

(S)-di-tert-butyl 5-oxopyrrolidine-1,2-dicarboxylate

tert-Butyl (S)-1-Boc-5-oxopyrrolidine-2-carboxylate, 95%

tert-Butyl N-(tert-Butoxycarbonyl)-L-pyroglutamate

1,2-Pyrrolidinedicarboxylic acid, 5-oxo-, 1,2-bis(1,1-dimethylethyl) ester, (2S)-

tert-Butyl N-(tert-Butoxycarbonyl)-L-pyroglutamate

(Tert-Butoxy)Carbonyl Pyr-OtBu

tert-butyl (S)-N-(tert-butoxycarbonyl)pyroglutamate

(S)-N-ALPHA-T-BUTYLOXYCARBONYL-PYROGLUTAMIC ACID T-B

N-Boc-L-pyroglutamic Acid tert-butyl Ester

1,2-Pyrrolidinedicarboxylic acid, 5-oxo-, bis(1,1-dimethylethyl) ester,(2S)-

(S)-5-Oxopyrrolidine-1,2-dicarboxylate Di-tert-butyl Ester

Boc-Py

Di-tert-butyl (S)-5-Oxopyrrolidine-1,2-dicarboxylate

N-(tert-Butoxycarbonyl)-L-pyroglutamic Acid tert-Butyl Ester

tert-Butyl N-Boc-L-pyroglutamate

Boc-pGlu-OtBu

1-Boc-5-oxo-L-proline tert-butyl ester

Boc-Pyr(otbu)-OH

91229-91-3

chiral

Chiral Reagent