N-Carbobenzyloxy-L-threonine methyl ester
- Product Name
- N-Carbobenzyloxy-L-threonine methyl ester
- CAS No.
- 57224-63-2
- Chemical Name
- N-Carbobenzyloxy-L-threonine methyl ester
- Synonyms
- Z-THR-OME;Z-L-Thr-OMe;Z-Thr-OMe 98%;Cbz-L-Thr-OMe;CBz-Threo-Ome;Z-THREONINE-OME;Z-Thr-OMe;Linaclotide Impurity 22;Z-L-THREONINE METHYL ESTER;CBZ-L-THREONINE METHYL ESTER
- CBNumber
- CB8750675
- Molecular Formula
- C13H17NO5
- Formula Weight
- 267.28
- MOL File
- 57224-63-2.mol
N-Carbobenzyloxy-L-threonine methyl ester Property
- Melting point:
- 92-94 °C(lit.)
- alpha
- -18 º (c=1, MeOH)
- Boiling point:
- 410.46°C (rough estimate)
- Density
- 1.2100 (rough estimate)
- refractive index
- 1.4365
- storage temp.
- Sealed in dry,Store in freezer, under -20°C
- form
- Powder
- pka
- 10.79±0.46(Predicted)
- color
- White
- optical activity
- [α]25/D 18°, c = 1 in methanol
- Water Solubility
- miscible
- BRN
- 2220800
- Major Application
- peptide synthesis
- InChI
- 1S/C13H17NO5/c1-9(15)11(12(16)18-2)14-13(17)19-8-10-6-4-3-5-7-10/h3-7,9,11,15H,8H2,1-2H3,(H,14,17)/t9-,11+/m1/s1
- InChIKey
- OPZWAOJFQFYYIX-KOLCDFICSA-N
- SMILES
- COC(=O)[C@@H](NC(=O)OCc1ccccc1)[C@@H](C)O
- CAS DataBase Reference
- 57224-63-2(CAS DataBase Reference)
Safety
- Safety Statements
- 24/25
- WGK Germany
- 3
- Storage Class
- 11 - Combustible Solids
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
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.
N-Bromosuccinimide Price
- Product number
- 408581
- Product name
- Z-Thr-OMe
- Purity
- 98%
- Packaging
- 5g
- Price
- $73.5
- Updated
- 2025/07/31
- Product number
- 291109
- Product name
- Z-L-threonine methyl ester
- Packaging
- 10g
- Price
- $232
- Updated
- 2021/12/16
- Product number
- AS112944
- Product name
- Z-Thr-OMe
- Purity
- 97%
- Packaging
- 100g
- Price
- $205
- Updated
- 2021/12/16
- Product number
- 02260
- Product name
- Z-L-threoninemethylester,98%(HPLC)
- Purity
- 98%(HPLC)
- Packaging
- 25G
- Price
- $138.88
- Updated
- 2021/12/16
- Product number
- 02260
- Product name
- Z-L-threoninemethylester,98%(HPLC)
- Purity
- 98%(HPLC)
- Packaging
- 5G
- Price
- $40.54
- Updated
- 2021/12/16
N-Carbobenzyloxy-L-threonine methyl ester Chemical Properties,Usage,Production
Chemical Properties
white to off-white powder
Uses
peptide synthesis
reaction suitability
reaction type: solution phase peptide synthesis
Synthesis
39994-75-7
501-53-1
57224-63-2
In a 2L beaker, 100 g of L-threonine methyl ester hydrochloride was dissolved in 600 ml of water and the pH was adjusted to a suitable range using sodium bicarbonate. Subsequently, 110 g of benzyl chloroformate (Z-Cl) was slowly added dropwise and the pH of the reaction system was kept between 8-9, which was adjusted using 2 M sodium hydroxide solution. After completion of the reaction, 1 L of ethyl acetate was added for extraction. The organic phase was washed sequentially with 500 ml of water and 500 ml of saturated saline, and then dried with 100 g of anhydrous sodium sulfate. After filtration, it was concentrated to dryness under reduced pressure to obtain a solid product. The solid was dissolved in 600 ml of a suitable solvent for crystallization, filtered and dried to give 140 g of N-benzyloxycarbonyl-L-threonine methyl ester (Z-Thr-OMe) in 89.1% yield.
References
[1] Patent: CN106631900, 2017, A. Location in patent: Paragraph 0015
[2] Journal of the Chemical Society - Perkin Transactions 1, 1999, # 24, p. 3697 - 3703
[3] Justus Liebigs Annalen der Chemie, 1962, vol. 656, p. 190 - 204
[4] Journal of Organic Chemistry, 1985, vol. 50, # 23, p. 4515 - 4523
[5] Patent: WO2010/17060, 2010, A1. Location in patent: Page/Page column 44-45
N-Carbobenzyloxy-L-threonine methyl ester Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from N-Carbobenzyloxy-L-threonine methyl ester manufacturers
- Product
- N-Carbobenzyloxy-L-threonine methyl ester 57224-63-2
- Price
- US $1.00/g
- Min. Order
- 1g
- Purity
- 99.0%
- Supply Ability
- 100kg
- Release date
- 2020-01-09