BOC-4-IODO-L-PHENYLALANINE
- Product Name
- BOC-4-IODO-L-PHENYLALANINE
- CAS No.
- 62129-44-6
- Chemical Name
- BOC-4-IODO-L-PHENYLALANINE
- Synonyms
- BOC-L-PHE(4-I);BOC-L-4-IODOPHE;BOC-PHE(4-1)-OH;BOC-PHE(4-I)-OH;BOC-PHE(P-I)-OH;BOC-PI-L-PHE-OH;BOC-4'-IODO-L-PHE;BOC-L-PHE(4-I)-OH;BOC-P-IODO-PHE-OH;BOC-4-IODO-PHE-OH
- CBNumber
- CB1672091
- Molecular Formula
- C14H18INO4
- Formula Weight
- 391.2
- MOL File
- 62129-44-6.mol
BOC-4-IODO-L-PHENYLALANINE Property
- Melting point:
- ~150 °C (dec.)
- alpha
- 22.5 º (c=1% in ethyl acetate)
- Boiling point:
- 475.3±40.0 °C(Predicted)
- Density
- 1.560±0.06 g/cm3(Predicted)
- storage temp.
- Keep in dark place,Sealed in dry,Room Temperature
- solubility
- Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
- form
- Powder
- pka
- 3.84±0.10(Predicted)
- Appearance
- White to off-white Solid
- optical activity
- [α]20/D +22.5±3°, c = 1% in ethyl acetate
- Water Solubility
- Slightly soluble in water.
- Sensitive
- Light Sensitive
- BRN
- 4503851
- InChI
- InChI=1S/C14H18INO4/c1-14(2,3)20-13(19)16-11(12(17)18)8-9-4-6-10(15)7-5-9/h4-7,11H,8H2,1-3H3,(H,16,19)(H,17,18)/t11-/m0/s1
- InChIKey
- JZLZDBGQWRBTHN-NSHDSACASA-N
- SMILES
- C(O)(=O)[C@H](CC1=CC=C(I)C=C1)NC(OC(C)(C)C)=O
- CAS DataBase Reference
- 62129-44-6(CAS DataBase Reference)
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
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P271Use only outdoors or in a well-ventilated area.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P312Call a POISON CENTER or doctor/physician if you feel unwell.
P403+P233Store in a well-ventilated place. Keep container tightly closed.
N-Bromosuccinimide Price
- Product number
- 15346
- Product name
- Boc-Phe(4-I)-OH
- Purity
- ≥99.0% (TLC)
- Packaging
- 5g
- Price
- $143
- Updated
- 2025/07/31
- Product number
- B6605
- Product name
- Boc-Phe(4-I)-OH
- Packaging
- 1G
- Price
- $38
- Updated
- 2025/07/31
- Product number
- B6605
- Product name
- Boc-Phe(4-I)-OH
- Packaging
- 5G
- Price
- $114
- Updated
- 2025/07/31
- Product number
- 262048
- Product name
- Boc-4-iodo-L-phenylalanine
- Packaging
- 10g
- Price
- $470
- Updated
- 2021/12/16
- Product number
- B656695
- Product name
- Boc-4-iodo-L-phenylalanine
- Packaging
- 50g
- Price
- $495
- Updated
- 2021/12/16
BOC-4-IODO-L-PHENYLALANINE Chemical Properties,Usage,Production
Chemical Properties
White powder
Uses
N-Boc-4-iodo-L-phenylalanine is used as pharmaceutical intermediate. It is also used as a p-iodo phenyl alanine derivative with N-Boc protection.
reaction suitability
reaction type: Boc solid-phase peptide synthesis
Synthesis
24424-99-5
1991-81-7
103882-09-3
The reaction was carried out as follows: a 3L three-neck flask was used. (S)-4-Iodo-L-phenylalanine (200.00 g, 687.10 mmol, 1.00 eq.), 1,4-dioxane (1.00 L) and water (1.00 L) were added sequentially to the reaction flask, followed by the addition of sodium hydroxide (68.71 g, 1.72 mol, 2.50 eq.), which led to a gradual clarification of the solution and a slight increase in temperature to 19 °C. The reaction was carried out using a three-necked flask. After the system was cooled to 0-10 °C, di-tert-butyl dicarbonate (254.93 g, 1.17 mol, 268.35 mL, 1.70 eq.) was added slowly dropwise and the reaction temperature was naturally increased to 10-30 °C. The reaction was then carried out at room temperature with the addition of sodium hydroxide (68.71 g, 1.72 mol, 2.50 eq.). After addition, the reaction system was stirred at room temperature (about 30 °C) for 8 hours. The reaction process was monitored by high performance liquid chromatography (HPLC) until the feedstock was fully converted. Subsequently, the temperature of the system was controlled to be below 40 °C and concentrated under reduced pressure to remove 1,4-dioxane. After the reaction mixture was cooled to room temperature (about 25 °C), the reaction was quenched by the addition of 100 mL of water and the pH was adjusted to 1.8-2.0 with 2 M hydrochloric acid. the resulting mixture was extracted three times with ethyl acetate (2 L x 3). The organic phases were combined, washed twice sequentially with saturated brine (1L×2), dried with anhydrous sodium sulfate (200 g), and concentrated under reduced pressure to give a light yellow solid crude product. The crude product was dried in an oven at 40-45 °C to obtain white solid (S)-N-Boc-4-iodo-L-phenylalanine (250.00 g, 626.28 mmol, 93.00% yield, 98% HPLC purity). The structure of the product was confirmed by 1H NMR (400 MHz, DMSO-d6): δ 7.49 (d, J = 7.8 Hz, 2H), 6.88 (d, J = 7.8 Hz, 2H), 5.80 (d, J = 5.9 Hz, 1H), 3.68 (d, J = 5.5 Hz, 1H), 3.00-2.90 (m, 1H), 2.87- 2.75 (m, 1H), 1.35-1.15 (m, 9H).
References
[1] Patent: US2018/155368, 2018, A1. Location in patent: Paragraph 0090-0096
[2] Journal of the American Chemical Society, 2012, vol. 134, # 2, p. 800 - 803
[3] Chemistry - A European Journal, 2013, vol. 19, # 22, p. 7020 - 7041
[4] Journal of Organic Chemistry, 2018, vol. 83, # 8, p. 4525 - 4536
[5] Journal of Organic Chemistry, 1998, vol. 63, # 22, p. 8019 - 8020
BOC-4-IODO-L-PHENYLALANINE Preparation Products And Raw materials
Raw materials
Preparation Products
BOC-4-IODO-L-PHENYLALANINE Suppliers
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View Lastest Price from BOC-4-IODO-L-PHENYLALANINE manufacturers
- Product
- BOC-4-IODO-L-PHENYLALANINE 62129-44-6
- Price
- US $0.00-0.00/kG
- Min. Order
- 1kG
- Purity
- 99%
- Supply Ability
- 1000G
- Release date
- 2025-09-24
- Product
- BOC-D-4-IODOPHENYLALANINE 62129-44-6
- Price
- US $20.00/KG
- Min. Order
- 10KG
- Purity
- 98%
- Supply Ability
- 100kg
- Release date
- 2018-07-31