Boc-L-beta-Homoproline
- Product Name
- Boc-L-beta-Homoproline
- CAS No.
- 56502-01-3
- Chemical Name
- Boc-L-beta-Homoproline
- Synonyms
- Boc-b-HoPro-OH;Boc-β-HoPro-OH;BOC-BETA-HPRO-OH;Boc-β-HomoPro-OH;Boc-p-HomoPro-OH;BOC-BETA-HOPRO-OH;BOC-BETA3-HOMOPRO;BOC-PRO-(C*CH2)OH;boc-β3-homopro-oh;BOC-B-HOMOPROLINE
- CBNumber
- CB5169171
- Molecular Formula
- C11H19NO4
- Formula Weight
- 229.27
- MOL File
- 56502-01-3.mol
Boc-L-beta-Homoproline Property
- Melting point:
- 98 °C
- Boiling point:
- 357.4±15.0 °C(Predicted)
- Density
- 1.151±0.06 g/cm3(Predicted)
- storage temp.
- 2-8°C
- pka
- 4.56±0.10(Predicted)
- form
- Crystalline Powder
- color
- White to off-white
- BRN
- 478306
- InChI
- InChI=1S/C11H19NO4/c1-11(2,3)16-10(15)12-6-4-5-8(12)7-9(13)14/h8H,4-7H2,1-3H3,(H,13,14)/t8-/m0/s1
- InChIKey
- GDWKIRLZWQQMIE-QMMMGPOBSA-N
- SMILES
- N1(C(OC(C)(C)C)=O)CCC[C@H]1CC(O)=O
- CAS DataBase Reference
- 56502-01-3(CAS DataBase Reference)
Safety
- Safety Statements
- 24/25
- WGK Germany
- 3
- HazardClass
- IRRITANT
- HS Code
- 29339900
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.
N-Bromosuccinimide Price
- Product number
- 14982
- Product name
- Boc-β3-Homopro-OH
- Purity
- ≥98.0% (TLC)
- Packaging
- 1g
- Price
- $85
- Updated
- 2023/06/20
- Product number
- B200855
- Product name
- Boc-L-β-homoproline
- Packaging
- 1g
- Price
- $130
- Updated
- 2021/12/16
- Product number
- AS35813
- Product name
- (S)-2-(1-(tert-Butoxycarbonyl)pyrrolidin-2-yl)acetic acid
- Purity
- 98+% ee
- Packaging
- 1g
- Price
- $139
- Updated
- 2021/12/16
- Product number
- 12782
- Product name
- Boc-L-β-homoproline,98%(HPLC)
- Purity
- 98%(HPLC)
- Packaging
- 5G
- Price
- $229.6
- Updated
- 2021/12/16
- Product number
- 181642
- Product name
- Boc-β-Homo-Pro-OH
- Packaging
- 1g
- Price
- $277
- Updated
- 2021/12/16
Boc-L-beta-Homoproline Chemical Properties,Usage,Production
Uses
Building block for necine alkaloids.
Uses
Boc-L-beta-homoproline is an amino acid derivative which is a reagent in the synthesis of dihydroisoxazole inhbitors of human transglutaminase 2, an enzyme that catalyzes the modification of glutamine residues. This enzyme has been implicated in numerous inflmmatory, fibrotic and other diseases.
reaction suitability
reaction type: Boc solid-phase peptide synthesis
Synthesis
88790-37-8
56502-01-3
General procedure for the synthesis of (S)-2-(2-pyrrolidinyl)acetic acid from methyl (S)-2-(2-pyrrolidinyl)acetate: tert-butyl (2S)-2-(2-methoxy-2-oxoethyl)-1-pyrrolidinecarboxylate (8.35 g, 34.3 mmol) was dissolved in 150 mL of methanol. 50 mL of 1 M aqueous sodium hydroxide solution was added and the reaction mixture was stirred at room temperature overnight. Upon completion of the reaction, the solution was concentrated under reduced pressure to about 100 mL. The concentrated solution was added to 300 mL of water and extracted twice with ether (2 x 100 mL). The aqueous phase was acidified to pH 2 with 12N hydrochloric acid and extracted with ether twice more (2 x 100 mL). The aqueous layer was saturated with saturated sodium chloride solution and then extracted with ether a third time (100 mL). All organic layers were combined, washed sequentially with water and saturated sodium chloride solution, and then dried with anhydrous magnesium sulfate. The desiccant was removed by filtration and the filtrate was concentrated under reduced pressure to afford the title compound (S)-2-(1-tert-butoxycarbonyl-2-pyrrolidinyl)acetic acid as a white solid (7.28 g, 31.7 mmol, 92.6% yield). peaks, 4H), 1.48 (single peak, 9H) ppm.
References
[1] Patent: WO2003/76440, 2003, A1. Location in patent: Page/Page column 140
[2] Journal of Organic Chemistry, 2005, vol. 70, # 22, p. 8730 - 8733
[3] Organic and Biomolecular Chemistry, 2003, vol. 1, # 22, p. 3977 - 3988
[4] Tetrahedron Letters, 1997, vol. 38, # 20, p. 3609 - 3610
Boc-L-beta-Homoproline Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from Boc-L-beta-Homoproline manufacturers
- Product
- Boc-L-beta-Homoproline 56502-01-3
- Price
- US $0.00-0.00/kg
- Min. Order
- 1kg
- Purity
- 98%
- Supply Ability
- 1Ton
- Release date
- 2022-10-12
- Product
- Boc-L-beta-Homoproline 56502-01-3
- Price
- US $1.00/kg
- Min. Order
- 1kg
- Purity
- 98%
- Supply Ability
- 100KG
- Release date
- 2018-12-22