N-Cbz-L-serine methyl ester
- Product Name
- N-Cbz-L-serine methyl ester
- CAS No.
- 1676-81-9
- Chemical Name
- N-Cbz-L-serine methyl ester
- Synonyms
- Z-SER-OME;CBZ-SER-OME;Z-L-SER-OME;Z-SERINE-OME;Cbz-L-Ser-OMe;Z-Ser-OMe (oil);Z-Ser-OMe (Syrup);Z-L-SERINE METHYL ESTER;CBZ-L-SERINE METHYL ESTER;CBZ-L-Serine methyleester
- CBNumber
- CB9754579
- Molecular Formula
- C12H15NO5
- Formula Weight
- 253.25
- MOL File
- 1676-81-9.mol
N-Cbz-L-serine methyl ester Property
- Melting point:
- 41-43 °C(lit.)
- Boiling point:
- 170 °C0.01 mm Hg(lit.)
- Density
- 1.2499 (rough estimate)
- refractive index
- -15 ° (C=1, MeOH)
- Flash point:
- >230 °F
- storage temp.
- Keep in dark place,Sealed in dry,Room Temperature
- solubility
- Chloroform, Methanol
- pka
- 10.49±0.46(Predicted)
- form
- Viscous Liquid or Solid
- color
- Pale yellow
- optical activity
- -13.4°(C=0.01 g/ml MEOH)
- CAS DataBase Reference
- 1676-81-9(CAS DataBase Reference)
Safety
- Safety Statements
- 24/25
- WGK Germany
- 3
- HS Code
- 29242990
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.
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
- 469165
- Product name
- N-Z-L-serine methyl ester
- Purity
- 95%
- Packaging
- 10g
- Price
- $160
- Updated
- 2025/07/31
- Product number
- 469165
- Product name
- N-Z-L-serine methyl ester
- Purity
- 95%
- Packaging
- 1g
- Price
- $34.5
- Updated
- 2023/06/20
- Product number
- C1403
- Product name
- N-Carbobenzoxy-L-serine Methyl Ester
- Purity
- >98.0%(N)
- Packaging
- 5g
- Price
- $91
- Updated
- 2025/07/31
- Product number
- C1403
- Product name
- N-Carbobenzoxy-L-serine Methyl Ester
- Purity
- >98.0%(N)
- Packaging
- 25g
- Price
- $305
- Updated
- 2025/07/31
- Product number
- P335725
- Product name
- N-[(Phenylmethoxy)carbonyl]-L-serineMethylEster
- Packaging
- 10g
- Price
- $130
- Updated
- 2021/12/16
N-Cbz-L-serine methyl ester Chemical Properties,Usage,Production
Chemical Properties
Clear Waxy Solid
Uses
N-[(Phenylmethoxy)carbonyl]-L-serine Methyl Ester is used to inhibit the activity of Mycobacterium tuberculosis in studies. Also used in the synthesis of pyrazinecarboxamide-based compounds acting as inhibitors of diacylglycerol acetyltransferases regarding treatment of obesity.
Uses
N-Cbz-L-serine methyl ester is used to inhibit the activity of Mycobacterium tuberculosis in studies. Also used in the synthesis of pyrazinecarboxamide-based compounds acting as inhibitors of diacylglycerol acetyltransferases regarding treatment of obesity.
reaction suitability
reaction type: solution phase peptide synthesis
Synthesis
5680-80-8
501-53-1
1676-81-9
To a suspension of L-serine methyl ester hydrochloride (1.00 g, 6.43 mmol, 1.00 equiv) in dioxane (5.00 mL) was added an aqueous solution (25.7 mL) of NaHCO3 (1.62 g, 19.3 mmol, 3.00 equiv). Subsequently, a dioxane solution (15.0 mL, diluted with 4.20 mL dioxane) of benzyl chloroformate (Cbz-Cl, 1.10 mL, 7.72 mmol, 1.20 eq.) was added to the reaction system and the reaction was stirred at 25 °C. After 5 hours of reaction, the reaction was quenched with 1 M HCl aqueous solution and the aqueous layer was extracted with ethyl acetate (2×). The organic layers were combined, washed with 10% NaCl aqueous solution, dried over anhydrous Na2SO4, filtered and concentrated under reduced pressure. The crude product was purified by silica gel column chromatography (eluent: hexane solution of 50% ethyl acetate) to afford N-benzyloxycarbonyloxy-L-serine methyl ester (1.50 g, 5.92 mmol, 92% yield) as a colorless oil.
References
[1] Journal of Organic Chemistry, 1996, vol. 61, # 16, p. 5528 - 5531
[2] Organic and Biomolecular Chemistry, 2015, vol. 13, # 26, p. 7177 - 7192
[3] Synthesis, 1996, # 2, p. 189 - 191
[4] Beilstein Journal of Organic Chemistry, 2017, vol. 13, p. 106 - 110
[5] Organic Letters, 2018, vol. 20, # 4, p. 1019 - 1022
N-Cbz-L-serine methyl ester Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from N-Cbz-L-serine methyl ester manufacturers
- Product
- Cbz-L-Ser-Ome 1676-81-9
- Price
- US $1.00/g
- Min. Order
- 1g
- Purity
- 98%
- Supply Ability
- 100KG
- Release date
- 2019-07-22
- Product
- N-Cbz-L-serine methyl ester 1676-81-9
- Price
- US $1.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 20kg
- Release date
- 2018-08-22