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
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
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.
N-Bromosuccinimide Price
- Product number
- 426024
- Product name
- Boc-β-iodo-Ala-OMe
- Purity
- 99%
- Packaging
- 1g
- Price
- $53.4
- Updated
- 2023/06/20
- 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
- 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
- Product number
- B810848
- Product name
- N-(tert-Butoxycarbonyl)-3-iodo-L-alanine Methyl Ester
- Packaging
- 50mg
- Price
- $45
- Updated
- 2021/12/16
- Product number
- B810848
- Product name
- N-(tert-Butoxycarbonyl)-3-iodo-L-alanine Methyl Ester
- Packaging
- 100mg
- Price
- $60
- Updated
- 2021/12/16
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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View Lastest Price from Boc-Beta-iodo-Ala-Ome manufacturers
- 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