ChemicalBook > CAS DataBase List > Boc-Beta-iodo-Ala-Ome

Boc-Beta-iodo-Ala-Ome

Product Name
Boc-Beta-iodo-Ala-Ome
CAS No.
93267-04-0
Chemical Name
Boc-Beta-iodo-Ala-Ome
Synonyms
N-(TERT-BUTOXYCARBONYL)-3-IODO-L-ALANINE METHYL ESTER;Boc-β-iodo-Ala-OMe;A-OME;EOS-61913;-iodo-Ala-OMe;Boc-β-I-Ala-OMe;BOC-BETA-IODO-AL;Boc-Ala(3-I)-OMe;BOC-L-ALA(3-I)-OME;BOC-SS-IODO-ALA-OME
CBNumber
CB2177139
Molecular Formula
C9H16INO4
Formula Weight
329.13
MOL File
93267-04-0.mol
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Boc-Beta-iodo-Ala-Ome Property

Melting point:
50-52 °C(lit.)
Boiling point:
356.5±32.0 °C(Predicted)
Density 
1.551±0.06 g/cm3(Predicted)
storage temp. 
2-8°C
solubility 
soluble in Methanol
pka
10.44±0.46(Predicted)
form 
Powder
color 
White to yellow
optical activity
[α]22/D 4°, c = 2 in methanol
Water Solubility 
Soluble in water and 1% acetic acid.
Sensitive 
Light Sensitive
BRN 
4422011
InChI
InChI=1S/C9H16INO4/c1-9(2,3)15-8(13)11-6(5-10)7(12)14-4/h6H,5H2,1-4H3,(H,11,13)/t6-/m0/s1
InChIKey
UGZBFCCHLUWCQI-LURJTMIESA-N
SMILES
C(OC)(=O)[C@H](CI)NC(OC(C)(C)C)=O
CAS DataBase Reference
93267-04-0
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Safety

Safety Statements 
24/25
WGK Germany 
3
F 
8
HS Code 
29242990
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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

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.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
426024
Product name
Boc-β-iodo-Ala-OMe
Purity
99%
Packaging
1g
Price
$53.4
Updated
2023/06/20
TCI Chemical
Product number
B4044
Product name
N-(tert-Butoxycarbonyl)-3-iodo-L-alanine Methyl Ester
Purity
>98.0%(HPLC)(N)
Packaging
1g
Price
$42
Updated
2025/07/31
TCI Chemical
Product number
B4044
Product name
N-(tert-Butoxycarbonyl)-3-iodo-L-alanine Methyl Ester
Purity
>98.0%(HPLC)(N)
Packaging
5g
Price
$121
Updated
2025/07/31
TRC
Product number
B810848
Product name
N-(tert-Butoxycarbonyl)-3-iodo-L-alanine Methyl Ester
Packaging
50mg
Price
$45
Updated
2021/12/16
TRC
Product number
B810848
Product name
N-(tert-Butoxycarbonyl)-3-iodo-L-alanine Methyl Ester
Packaging
100mg
Price
$60
Updated
2021/12/16
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Boc-Beta-iodo-Ala-Ome Chemical Properties,Usage,Production

Uses

N-Boc-3-iodo-L-alanine methyl ester is an important raw material and intermediate used in organic synthesis, pharmaceuticals and agrochemicals.

reaction suitability

reaction type: Boc solid-phase peptide synthesis

Synthesis

2766-43-0

93267-04-0

General procedure for the synthesis of methyl (R)-2-((tert-butoxycarbonyl)amino)-3-iodopropionate from methyl Boc-L-serinate: a mixture of triphenylphosphine (131 g, 0.500 mol) and imidazole (34 g, 0.50 mol) in dichloromethane (600 mL) was cooled to 0 °C and over 0.5 h iodine was added in batches (127 g, 0.50 mol). The cooling bath was removed and the mixture was stirred for 0.5 hours. After cooling the mixture to 0 °C again, a solution of methyl (R)-2-((tert-butoxycarbonyl)amino)-3-hydroxypropionate (73 g, 0.33 mol) in dichloromethane (300 mL) was slowly added dropwise. After dropwise addition, the cooling bath was removed and the mixture was warmed to room temperature and stirred for 1.5 hours. The reaction mixture was filtered and the filtrate was concentrated to remove most of the solvent. Methyl tert-butyl ether (400 mL) was added to the residue and filtered to remove triphenylphosphine oxide. The filtrate was concentrated and the residue was purified by rapid column chromatography on silica gel to afford methyl (R)-2-((tert-butoxycarbonyl)amino)-3-iodopropionate (74.0 g, 68% yield) as a colorless solid.

References

[1] Journal of Organic Chemistry, 2009, vol. 74, # 17, p. 6792 - 6796
[2] Organic Letters, 2003, vol. 5, # 24, p. 4599 - 4602
[3] Organic Letters, 2011, vol. 13, # 10, p. 2614 - 2617
[4] Tetrahedron, 2017, vol. 73, # 42, p. 6085 - 6091
[5] Tetrahedron Letters, 2007, vol. 48, # 16, p. 2857 - 2859

Boc-Beta-iodo-Ala-Ome Preparation Products And Raw materials

Raw materials

Preparation Products

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Boc-Beta-iodo-Ala-Ome Suppliers

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View Lastest Price from Boc-Beta-iodo-Ala-Ome manufacturers

Career Henan Chemical Co
Product
BOC-BETA-IODO-ALA-OME 93267-04-0
Price
US $1.00/kg
Min. Order
1kg
Purity
97%-99%
Supply Ability
as request
Release date
2018-12-23

93267-04-0, Boc-Beta-iodo-Ala-OmeRelated Search:

PRND Nr 1-Boc-3-iodoazetidine DABSYL-L-ALANINE

  • N-(TERT-BUTOXYCARBONYL)-3-IODO-L-ALANINE METHYL ESTER
  • L-N-BOC-3-IODOALANINE METHYL ESTER
  • BOC-3-IODO-L-ALANINE METHYL ESTER
  • BOC-BETA-IODO-ALA-OME
  • BOC-L-ALA(3-I)-OME
  • (L)-2-TERT-BUTOXYCARBONYLAMINO-3-IODO-PROPIONIC ACID METHYL ESTER
  • Boc-ß-iodo-Ala-OMe
  • (R)-Boc-β-Iodo-Ala-Ome
  • BOC-SS-IODO-ALA-OME
  • N-(TERT-BUTOXYCARBONYL)-3-IODO-L-ALININE METHYL ESTER
  • Boc-3-iodo-L-alanine methyl ester, N-(tert-Butoxycarbonyl)-3-iodo-L-alanine methyl ester
  • N-boc-3-iodo-L-alanineMethylester
  • 3-Iodo-L-alanine methyl ester, N-BOC protected
  • -iodo-Ala-OMe
  • Boc-beta-iodo-ala-oMe“=LOWER(A1)
  • (2R)-3-Iodo-2-(tert-butoxycarbonylamino)propanoic acid methyl ester
  • Boc-beta-iodo-Ala-OMe 99%
  • BOC-3-Iodo-L-alanine methyleester
  • EOS-61913
  • (Tert-Butoxy)Carbonyl β-Iodo-Ala-OMe
  • L-Alanine,N-[(1,1-dimethylethoxy)carbonyl]-3-iodo-, methyl ester
  • (R)-N-Boc-Beta-Iodo-AlaOMe
  • Boc-β-iodo-Ala-Ome, 98%, Boc-amino acids
  • tert-Butyl (R)-1-(methoxycarbonyl)-2-iodoethylcarbamate
  • (2R)-3-iodo-2-[[(2-methylpropan-2-yl)oxy-oxomethyl]amino]propanoic acid methyl ester
  • Methyl(2R)-2-{[(tert-butoxy)carbony]Amino}-3-Iodopropanoate
  • N-(tert-Butoxycarbonyl)-3-iodo-L-alanine Methyl Ester &gt
  • A-OME
  • BOC-BETA-IODO-AL
  • N-(TERT-BUTOXYCARBONYL)-3-IODO-L-ALANINE METHYL ESTE
  • L-Alanine, N-[(1,1-dimethylethoxy)carbonyl]-3-iodo-, methyl ester
  • Boc-β-iodo-Ala-OMe
  • Boc-Ala(3-I)-OMe
  • BOC-BETA-IODO-ALA-OME USP/EP/BP
  • methyl (2R)-3-iodo-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoate
  • 93267-04-0 BOC-BETA-IODO-ALA-OME
  • Boc-β-I-Ala-OMe
  • Methyl (R)-2-(N-BOC-amino)-3-iodo-propanoate
  • methyl (R)-2-amino-3-iodopropanoate
  • Closantel Sodium-13C6
  • Boc-β-iodo-Ala-OMe 98%
  • (R)-METHYL 2-(TERT-BUTOXYCARBONYLAMINO)-3-IODOPROPANOATE
  • (R)-METHYL 2-(TERT-BUTOXYCARBONYLAMINA)-3-IODOPROPANAATE
  • (R)-2-((tert-butoxycarbonyl)amino)-3-iodopropanoate
  • 93267-04-0
  • 93267-04-0/889670-02-4
  • C9H16INO4
  • Alanine Derivatives
  • Unnatural Amino Acid Derivatives
  • Specialty Synthesis
  • Peptide Synthesis
  • amino acids
  • chiral
  • β-Alanine [β-Ala]
  • Boc-Amino Acids and Derivative
  • Boc-Amino acid series