Fmoc-L-hydroxyproline
- Product Name
- Fmoc-L-hydroxyproline
- CAS No.
- 88050-17-3
- Chemical Name
- Fmoc-L-hydroxyproline
- Synonyms
- G1-15;FMoc-Hyp;FMOC-HYP-OH;FMOC-L-HYP-OH;FMOC-HYP-OH 99%MIN;RARECHEM EM WB 0137;FMOC-HYP-OH (TRANS);FMOC-HYDROXYPROLINE;FMOC-TRANS-4-HYP-OH;FMOC-L-HYDROXYPROLINE
- CBNumber
- CB5230512
- Molecular Formula
- C20H19NO5
- Formula Weight
- 353.37
- MOL File
- 88050-17-3.mol
Fmoc-L-hydroxyproline Property
- Melting point:
- 189-193 °C
- Boiling point:
- 595.5±50.0 °C(Predicted)
- Density
- 1.407±0.06 g/cm3(Predicted)
- storage temp.
- 2-8°C
- solubility
- Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
- form
- Powder
- pka
- 3.74±0.40(Predicted)
- color
- White to off-white
- optical activity
- [α]20/D 60±2°, c = 1% in methanol
- BRN
- 4574378
- InChI
- InChI=1S/C20H19NO5/c22-12-9-18(19(23)24)21(10-12)20(25)26-11-17-15-7-3-1-5-13(15)14-6-2-4-8-16(14)17/h1-8,12,17-18,22H,9-11H2,(H,23,24)/t12-,18+/m1/s1
- InChIKey
- GOUUPUICWUFXPM-XIKOKIGWSA-N
- SMILES
- N1(C(OCC2C3=C(C=CC=C3)C3=C2C=CC=C3)=O)C[C@H](O)C[C@H]1C(O)=O
- CAS DataBase Reference
- 88050-17-3(CAS DataBase Reference)
Safety
- Safety Statements
- 22-24/25
- 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
-
P280Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352IF ON SKIN: wash with plenty of soap and water.
N-Bromosuccinimide Price
- Product number
- 8.52033
- Product name
- Fmoc-Hyp-OH
- Purity
- Novabiochem?
- Packaging
- 5G
- Price
- $93.6
- Updated
- 2025/07/31
- Product number
- 8.52033
- Product name
- Fmoc-Hyp-OH
- Purity
- Novabiochem?
- Packaging
- 25g
- Price
- $372
- Updated
- 2025/07/31
- Product number
- 47686
- Product name
- Fmoc-Hyp-OH
- Purity
- ≥98.0% (sum of enantiomers, HPLC)
- Packaging
- 5g
- Price
- $71.1
- Updated
- 2025/07/31
- Product number
- F0899
- Product name
- Fmoc-Hyp-OH
- Packaging
- 5G
- Price
- $41
- Updated
- 2025/07/31
- Product number
- F0899
- Product name
- Fmoc-Hyp-OH
- Packaging
- 25G
- Price
- $122
- Updated
- 2025/07/31
Fmoc-L-hydroxyproline Chemical Properties,Usage,Production
Chemical Properties
Light brown solid
Uses
peptide synthesis
reaction suitability
reaction type: Fmoc solid-phase peptide synthesis
Synthesis
28920-43-6
51-35-4
88050-17-3
The general procedure for the synthesis of Fmoc-L-hydroxyproline from methyl 9-fluorenyl chloroformate and L-hydroxyproline is as follows: Example 2: Synthesis of (2S,4R)-1-[(9H-fluoren-9-ylmethoxy)carbonyl]-4-hydroxypyrrolidine-2-carboxylic acid 1. Sodium bicarbonate (80 g) and water (400 ml) were added to a solution of tetrahydrofuran (THF, 200 ml) containing (2S,4R)-4-hydroxy-L-proline (100 g) at 25-30 °C. 2. A solution of 9-fluorenylmethoxycarbonyl (Fmoc) chloride (226 g) dissolved in 200 ml of THF was added slowly. 3. The reaction mixture was stirred continuously at 25-30°C for 10-12 hours until the reaction was complete. 4. Upon completion of the reaction, the reaction was terminated by the addition of an appropriate amount of water. 5. The reaction mixture was washed with diisopropyl ether (DIPE) and subsequently acidified with 1N hydrochloric acid. 6. The acidified mixture was continued to be stirred for 2-3 hours to promote precipitation of the product. 7. The solid product was collected by filtration to give 150 g of Fmoc-L-hydroxyproline as a white solid. Product Characterization: 1H NMR (300 MHz, DMSO-d6): δ 1.89-2.24 (m, 2H), 3.34-3.43 (m, 2H), 3.43-3.54 (m, 0.5H), 4.12-4.21 (m, 3H), 4.25 (s, 2H), 4.28-4.42 (m, 0.5H), 5.16 (brs, 1H) , 7.29-7.34 (m, 2H), 7.38-7.65 (m, 2H), 7.63-7.65 (m, 2H). Melting point: 188-190°C. Mass spectrum (M + H): 354.33.
References
[1] Tetrahedron Letters, 1994, vol. 35, # 51, p. 9509 - 9512
[2] Angewandte Chemie - International Edition, 2009, vol. 48, # 10, p. 1784 - 1787
[3] Patent: US9518048, 2016, B2. Location in patent: Page/Page column 24
Fmoc-L-hydroxyproline Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from Fmoc-L-hydroxyproline manufacturers
- Product
- Fmoc-L-Hyp-OH 88050-17-3
- Price
- US $0.00/Kg/Drum
- Min. Order
- 1KG
- Purity
- 98%min
- Supply Ability
- 500kgs
- Release date
- 2021-09-26
- Product
- Fmoc-L-Hyp-OH 88050-17-3
- Price
- US $0.00-0.00/kg
- Min. Order
- 1kg
- Purity
- 98%
- Supply Ability
- 1T
- Release date
- 2023-12-07
- Product
- Fmoc-L-hydroxyproline 88050-17-3
- Price
- US $1.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 20kg
- Release date
- 2018-08-15