(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
(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
Safety
- HS Code
- 2933.79.8500
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.
N-Bromosuccinimide Price
- 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
- 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
- Product number
- B665955
- Product name
- (S)-N-Boc-2-pyrrolidone-5-carboxylicacidt-butylester
- Packaging
- 500mg
- Price
- $65
- Updated
- 2021/12/16
- Product number
- FD140058
- Product name
- (S)-Di-tert-butyl 5-oxopyrrolidine-1,2-dicarboxylate
- Packaging
- 5G
- Price
- $80
- Updated
- 2021/12/16
- Product number
- N782
- Product name
- (S)-N-Boc-2-pyrrolidone-5-carboxylicacidt-butylester
- Packaging
- 5g
- Price
- $61
- Updated
- 2021/12/16
(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
(S)-N-ALPHA-T-BUTYLOXYCARBONYL-PYROGLUTAMIC ACID T-BUTYL ESTER Suppliers
- Tel
- 03-36680489
- Fax
- 03-3668-0520
- Sales-JP@TCIchemicals.com
- Country
- Japan
- ProdList
- 28387
- Advantage
- 80
View Lastest Price from (S)-N-ALPHA-T-BUTYLOXYCARBONYL-PYROGLUTAMIC ACID T-BUTYL ESTER manufacturers
- 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
- 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