ChemicalBook > CAS DataBase List > BOC-4-IODO-L-PHENYLALANINE

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
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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)
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Safety

Hazard Codes 
Xi
WGK Germany 
3
8
HazardClass 
IRRITANT
HS Code 
2922498590
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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.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
15346
Product name
Boc-Phe(4-I)-OH
Purity
≥99.0% (TLC)
Packaging
5g
Price
$143
Updated
2025/07/31
TCI Chemical
Product number
B6605
Product name
Boc-Phe(4-I)-OH
Packaging
1G
Price
$38
Updated
2025/07/31
TCI Chemical
Product number
B6605
Product name
Boc-Phe(4-I)-OH
Packaging
5G
Price
$114
Updated
2025/07/31
Usbiological
Product number
262048
Product name
Boc-4-iodo-L-phenylalanine
Packaging
10g
Price
$470
Updated
2021/12/16
TRC
Product number
B656695
Product name
Boc-4-iodo-L-phenylalanine
Packaging
50g
Price
$495
Updated
2021/12/16
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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

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BOC-4-IODO-L-PHENYLALANINE Suppliers

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View Lastest Price from BOC-4-IODO-L-PHENYLALANINE manufacturers

Shaanxi Dideu Medichem Co. Ltd
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
Career Henan Chemical Co
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

62129-44-6, BOC-4-IODO-L-PHENYLALANINERelated Search:


  • N-ALPHA-T-BUTYLOXYCARBONYL-L-4-IODOPHENYLALANINE
  • N-alpha-t-Butyloxycarbonyl-4-iodo-L-phenylalanine
  • BOC-P-IODO-PHENYLALANINE
  • BOC-P-IODO-PHE-OH
  • BOC-L-PHE(4-I)
  • BOC-L-PHE(4-I)-OH
  • BOC-L-4-IODOLPHENYLALANINE
  • BOC-L-4-IODOPHE
  • BOC-L-4-IODOPHENYLALANINE
  • BOC-4'-IODO-L-PHE
  • BOC-4-IODO-L-PHENYLALANINE
  • BOC-4-IODO PHENYLALANINE
  • BOC-4-IODO-PHE-OH
  • (S)-N-ALPHA-T-BUTYLOXYCARBONYL-4-IODOPHENYLALANINE
  • RARECHEM BK PT 0164
  • (S)-2-(TERT-BUTOXYCARBONYLAMINO)-3-(4-IODOPHENYL)PROPANOIC ACID
  • N-TBOC-P-IODO-L-PHENYLALANINE
  • N-ALPHA-T-BUTOXYCARBONYL-4-IODEO-L-PHENYLALANINE
  • N-ALPHA-T-BUTOXYCARBONYL-P-IODO-L-PHENYLALANINE
  • N-ALPHA-TERT-BUTYLOXYCARBONYL-L-4-IODOPHENYLALANINE
  • Boc-4-lodo-Phe-OH
  • Boc-4-Lodo-L-Phenylalanine
  • 4-Iodo-L-phenylalanine, N-BOC protected
  • (Tert-Butoxy)Carbonyl Phe(4-I)-OH
  • 4-Iodo-L-phenylalanine, N-BOC protected 98%
  • N-(tert-butoxycarbonyl)-p-iodo-L-phenylalanine
  • Boc-L-4-Iodo-phe-OH
  • (2S)-2-[(tert-Butoxycarbonyl)amino]-3-(4-iodophenyl)propanoic acid
  • N-(Tert-Butoxycarbonyl)-4-iodo-(L)-phenylalanine
  • N-Boc-4-Iodo-L-phenylalanine (Boc-Phe(4-I)-OH) ,99% (HPLC)
  • Boc-L-Phe(4-I) –OH Boc-4-Iodo-L-Phenylalanine
  • Boc-4-iodo-L-phenylalanine Boc-p-iodo-L-Phe-OH
  • N-(tert-butyloxycarbonyl)-3-(4-iodophenyl)alanine
  • (2S)-2-[(tert-Butoxycarbonyl)amino]-3-(4-iodophenyl)propanoic acid, N-(tert-Butoxycarbonyl)-4-iodo-L-phenylalanine
  • L-N-(tert-Butoxycarbonyl)-4-iodophenylalanine
  • Boc-Phe(4-I)-OH >=99.0% (TLC)
  • BOC-S-PHE(4-I)-OH
  • BOC-(S)-2-AMINO-3-(4'-IODOPHENYL)PROPANOIC ACID
  • BOC-PHE(4-1)-OH
  • BOC-PHE(4-I)-OH
  • BOC-PHE(P-I)-OH
  • BOC-PI-L-PHE-OH
  • BOC-P-IODO-L-PHENYLALANINE
  • BOC-P-IODO-L-PHE-OH
  • (S)-Boc-2-amino-3-(4-iodophenyl)propionic acid
  • Boc-4-iodo-L-phenylalanine≥ 98% (HPLC)
  • (2S)-3-(4-iodophenyl)-2-[[(2-methylpropan-2-yl)oxy-oxomethyl]amino]propanoic acid
  • L-Phenylalanine, N-[(1,1-dimethylethoxy)carbonyl]-4-iodo-
  • BOC-4-IODO-L-PHENYLALANINE USP/EP/BP
  • (2S)-3-(4-iodophenyl)-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoic acid
  • Fampridine Impurity 26 (3-Aminopyridin-4-ol)
  • 62129-44-6
  • CH33COCONHCHCOOHCH2C6H4I
  • C14H18IHO4
  • Specialty Synthesis
  • Unnatural Amino Acid Derivatives
  • Phenylalanine Derivatives
  • Peptide Synthesis