(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-Pyr(otbu)-OH;Boc-Py;Boc-pGlu-OtBu;BOC-L-PYR-OTBU;BOC-S-PYR-OTBU;BOC-(2S)-PYROGLUT-TBU;(Tert-Butoxy)Carbonyl Pyr-OtBu;tert-Butyl Boc-L-pyroglutamate;tert-Butyl N-Boc-L-pyroglutamate
- CBNumber:
- CB8754204
- Molecular Formula:
- C14H23NO5
- Molecular Weight:
- 285.34
- MDL Number:
- MFCD03094770
- MOL File:
- 91229-91-3.mol
- MSDS File:
- SDS
| 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 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H315-H319 | |||||||||
| Precautionary statements | P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313 | |||||||||
| HS Code | 2933.79.8500 | |||||||||
| NFPA 704 |
|
(S)-N-alpha-t-Butyloxycarbonyl-pyroglutamic acid t-butyl ester price More Price(60)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| TCI Chemical | B5216 | tert-Butyl N-(tert-Butoxycarbonyl)-L-pyroglutamate >98.0%(HPLC)(N) | 91229-91-3 | 1g | $30 | 2026-04-30 | Buy |
| TCI Chemical | B5216 | tert-Butyl N-(tert-Butoxycarbonyl)-L-pyroglutamate >98.0%(HPLC)(N) | 91229-91-3 | 5g | $101 | 2026-04-30 | Buy |
| AstaTech | 56182 | (S)-N-BOC-PYROGLUTAMIC ACID TERT-BUTYL ESTER 97% | 91229-91-3 | 1G | $19 | 2026-04-30 | Buy |
| AstaTech | 56182 | (S)-N-BOC-PYROGLUTAMIC ACID TERT-BUTYL ESTER 97% | 91229-91-3 | 5G | $29 | 2026-04-30 | Buy |
| AstaTech | 56182 | (S)-N-BOC-PYROGLUTAMIC ACID TERT-BUTYL ESTER 97% | 91229-91-3 | 25G | $68 | 2026-04-30 | Buy |
(S)-N-alpha-t-Butyloxycarbonyl-pyroglutamic acid t-butyl ester Chemical Properties, Uses, 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
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| J & K SCIENTIFIC LTD. | 18210857532 18210857532 | jkinfo@jkchemical.com | China | 96815 | 76 |
| Alfa Aesar | 400-6106006 | saleschina@alfa-asia.com | China | 30103 | 84 |
| Sichuan Tongsheng Amino acids Co.,Ltd. | 0838-2274206 17340404235 | sales@biots.cn | China | 300 | 66 |
| Energy Chemical | 400-0056266 | sales8178@energy-chemical.com | China | 44850 | 61 |
| Wuhan Chemwish Technology Co., Ltd | 86-027-67849912 | sales@chemwish.com | China | 35884 | 56 |
| Capot Chemical Co., Ltd | +86 (0) 571 85 58 67 18 | China | 18187 | 66 | |
| JinYan Chemicals(ShangHai) Co.,Ltd. | 13817811078 | sales@jingyan-chemical.com | China | 9963 | 60 |
| Jia Xing Isenchem Co.,Ltd | 0573-85285100 18627885956 | isenchem@163.com | China | 9389 | 66 |
| Shanghai Hanhong Scientific Co.,Ltd. | 021-54306202 13764082696 | info@hanhongsci.com | China | 42917 | 64 |
| Shanghai Topbiochem Technology Co., Ltd | +86-21-60341587 | sales@topbiochem.com | China | 6166 | 58 |
View Latest Price from (S)-N-alpha-t-Butyloxycarbonyl-pyroglutamic acid t-butyl ester manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2026-08-25 | (S)-N-Boc-2-pyrrolidone-5-carboxylic acid tert-butyl ester
91229-91-3
|
$1.10-9.90 | 1KG | 99%min | 100KG | ZHENGZHOU JIUYI TIME NEW MATERIALS CO,.LTD | |
 |
2019-07-06 | (S)-N-ALPHA-T-BUTYLOXYCARBONYL-PYROGLUTAMIC ACID T-B
91229-91-3
|
$7.00 | 1kg | 99% | 100KG | Career Henan Chemical Co |
-
- (S)-N-Boc-2-pyrrolidone-5-carboxylic acid tert-butyl ester
91229-91-3
- $1.10-9.90
- 99%min
- ZHENGZHOU JIUYI TIME NEW MATERIALS CO,.LTD
-
- (S)-N-ALPHA-T-BUTYLOXYCARBONYL-PYROGLUTAMIC ACID T-B
91229-91-3
- $7.00
- 99%
- Career Henan Chemical Co
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