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Boc-4-iodo-L-phenylalanine

CAS No.
62129-44-6
Chemical Name:
Boc-4-iodo-L-phenylalanine
Synonyms
BOC-PHE(4-I)-OH;BOC-PHE(4-1)-OH;BOC-L-PHE(4-I);BOC-L-4-IODOPHE;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
Molecular Weight:
391.2
MDL Number:
MFCD00037119
MOL File:
62129-44-6.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-09-12 18:49:20

Boc-4-iodo-L-phenylalanine Properties

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
Major Application peptide synthesis
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)
UNSPSC Code 12352209
NACRES NA.22

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P264b-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P362+P364-P403+P233-P501c
PPE Eyeshields, Gloves, type N95 (US)
Hazard Codes  Xi
WGK Germany  3
8
HazardClass  IRRITANT
HS Code  2922498590
Storage Class 11 - Combustible Solids
NFPA 704
1
0 0

Boc-4-iodo-L-phenylalanine price More Price(72)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 15346 Boc-Phe(4-I)-OH ≥99.0% (TLC) 62129-44-6 5g $152 2026-04-30 Buy
TCI Chemical B6605 Boc-Phe(4-I)-OH 62129-44-6 1G $24 2026-04-30 Buy
TCI Chemical B6605 Boc-Phe(4-I)-OH 62129-44-6 5G $81 2026-04-30 Buy
Usbiological 262048 Boc-4-iodo-L-phenylalanine Asreported 62129-44-6 10g $470 2026-06-03 Buy
Usbiological 262048 Boc-4-iodo-L-phenylalanine Asreported 62129-44-6 25g $691 2026-06-03 Buy
Product number Packaging Price Buy
15346 5g $152 Buy
B6605 1G $24 Buy
B6605 5G $81 Buy
262048 10g $470 Buy
262048 25g $691 Buy

Boc-4-iodo-L-phenylalanine Chemical Properties,Uses,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

Di-tert-butyl dicarbonate

24424-99-5

4-iodophenylalanine

1991-81-7

BOC-P-IODO-DL-PHE-OH

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

Global( 279)Suppliers
Supplier Tel Email Country ProdList Advantage
Noventek Pharmaceutical Technology Co.,Ltd 0555-8220886 sales@noventekpharm.com China 176 58
Suzhou haiyu Biochem Industrial Co., LTD 512-68097639 18013585858 744942877@qq.com China 915 62
Tianjin Exceedbio Technology Co., Ltd. 022-87899679 13034388368 exceedbio@yeah.net China 41 55
SICHUAN TONGSHENG BIOPHARMACEUTICAL CO., LTD 0838-2809458 13350585791 pharm@biots.cn China 747 58
J & K SCIENTIFIC LTD. 18210857532 18210857532 jkinfo@jkchemical.com China 96815 76
Meryer (Shanghai) Chemical Technology Co., Ltd. 4006356688 18621169109 market03@meryer.com China 40202 62
Shanghai HC Biotech Co., Ltd 021-20227858 sale@hcbiotech.com.cn China 1173 55
Alfa Aesar 400-6106006 saleschina@alfa-asia.com China 30103 84
Energy Chemical 400-0056266 sales8178@energy-chemical.com China 44850 61
Wuhan Chemwish Technology Co., Ltd 86-027-67849912 sales@chemwish.com China 35884 56

View Lastest Price from Boc-4-iodo-L-phenylalanine manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
BOC-4-IODO-L-PHENYLALANINE pictures 2026-08-07 BOC-4-IODO-L-PHENYLALANINE
62129-44-6
1kG 99% 1000G Shaanxi Dideu Medichem Co. Ltd
BOC-D-4-IODOPHENYLALANINE pictures 2019-07-06 BOC-D-4-IODOPHENYLALANINE
62129-44-6
$20.00 10KG 98% 100kg Career Henan Chemical Co

Boc-4-iodo-L-phenylalanine Spectrum

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 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(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) BOC-PHE(4-1)-OH BOC-PHE(4-I)-OH Boc-4-iodo-L-phenylalanine 62129-44-6 CH33COCONHCHCOOHCH2C6H4I C14H18IHO4 Specialty Synthesis Unnatural Amino Acid Derivatives Phenylalanine Derivatives Peptide Synthesis