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N-Cbz-L-serine methyl ester

CAS No.
1676-81-9
Chemical Name:
N-Cbz-L-serine methyl ester
Synonyms
methyl ((benzyloxy)carbonyl)-L-serinate;CBZ-SER-OME;Cbz-L-Ser-OMe;N-CARBOBENZOXY-L-SERINE METHYL ESTER;Z-SER-OME;Z-L-SER-OME;Z-SERINE-OME;Z-Ser-OMe (oil);Z-Ser-OMe (Syrup);Z-L-SERINE METHYL ESTER
CBNumber:
CB9754579
Molecular Formula:
C12H15NO5
Molecular Weight:
253.25
MDL Number:
MFCD00077039
MOL File:
1676-81-9.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-05-28 06:05:39

N-Cbz-L-serine methyl ester Properties

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
form Viscous Liquid or Solid
pka 10.49±0.46(Predicted)
color Pale yellow
optical activity -13.4°(C=0.01 g/ml MEOH)
CAS DataBase Reference 1676-81-9(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  H302-H315-H319-H335
Precautionary statements  P261-P305+P351+P338
Safety Statements  24/25
WGK Germany  3
HS Code  29242990
NFPA 704
1
0 0

N-Cbz-L-serine methyl ester price More Price(78)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 469165 N-Z-L-serine methyl ester 95% 1676-81-9 10g $170 2026-04-30 Buy
Sigma-Aldrich 469165 N-Z-L-serine methyl ester 95% 1676-81-9 1g $34.5 2023-06-20 Buy
TCI Chemical C1403 N-Carbobenzoxy-L-serine Methyl Ester >98.0%(N) 1676-81-9 5g $81 2026-04-30 Buy
TCI Chemical C1403 N-Carbobenzoxy-L-serine Methyl Ester >98.0%(N) 1676-81-9 25g $271 2026-04-30 Buy
Usbiological 242837 Z-L-serine methyl ester 98+% (HPLC) ≥98%(HPLC) 1g $163 2026-06-03 Buy
Product number Packaging Price Buy
469165 10g $170 Buy
469165 1g $34.5 Buy
C1403 5g $81 Buy
C1403 25g $271 Buy
242837 1g $163 Buy

N-Cbz-L-serine methyl ester Chemical Properties,Uses,Production

Chemical Properties

Clear Waxy Solid

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.

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.

reaction suitability

reaction type: solution phase peptide synthesis

Synthesis

L-Serine methyl ester hydrochloride

5680-80-8

Benzyl chloroformate

501-53-1

N-Cbz-L-serine methyl ester

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

Global( 227)Suppliers
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View Lastest Price from N-Cbz-L-serine methyl ester manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Cbz-L-Ser-Ome pictures 2020-01-06 Cbz-L-Ser-Ome
1676-81-9
$1.00 1g 98% 100KG Sichuan Jiaying Lai Technology Co.,LTD
N-Cbz-L-serine methyl ester pictures 2019-07-06 N-Cbz-L-serine methyl ester
1676-81-9
$1.00 1KG 99% 20kg Career Henan Chemical Co
  • Cbz-L-Ser-Ome pictures
  • Cbz-L-Ser-Ome
    1676-81-9
  • $1.00
  • 98%
  • Sichuan Jiaying Lai Technology Co.,LTD

N-Cbz-L-serine methyl ester Spectrum

N-CARBOBENZYLOXY-L-SERINE METHYL ESTER N-CBZ-L-SERINE METHYL ESTER CBZ-L-Serine methyleester L-Serine, N-[(phenylmethoxy)carbonyl]-, methyl ester Z-Ser-OMe (Syrup) (2S)-3-hydroxy-2-(phenylmethoxycarbonylamino)propanoic acid methyl ester (S)-3-Hydroxy-2-(benzyloxycarbonylamino)propionic acid methyl ester [(S)-3-Hydroxy-1-oxo-1-methoxypropan-2-yl]carbamic acid benzyl ester CBZ-L-SERINE METHYL ESTER N-Cbz-L-serine Methyl Ester Z-Ser-OMe N-[(Phenylmethoxy)carbonyl]-L-serine Methyl Ester N-Carbobenzoxy-L-serine Methyl Ester Methyl (2S)-2-{[(benzyloxy)carbonyl]-amino}-3-hydroxypropanoate Z-Ser-OMe (oil) (S)-Z-2-amino-3-hydroxypropionic acid methyl ester Z-L-serine methyl ester≥ 98% (HPLC) Z-L-β-hydroxyalanine methyl ester N-ALPHA-CARBOBENZOXY-L-SERINE METHYL ESTER n-z-l-serine methyl ester Z-SER-OME Z-SERINE-OME Z-L-SERINE METHYL ESTER N-Benzyloxycarbonyl-L-serine methyl ester Z-L-SER-OME (S)-METHYL 2-(BENZYLOXYCARBONYLAMINO)-3-HYDROXYPROPANOATE N-Carbobenzoxy-L-serine Methyl Ester > methyl (2S)-3-hydroxy-2-(phenylmethoxycarbonylamino)propanoate N-Cbz-L-serine Methyl Ester,97% N-Z-L-serine methyl ester N-Z-L-serine methyl ester, >98% CBZ-SER-OME Cbz-L-Ser-OMe methyl ((benzyloxy)carbonyl)-L-serinate N-CARBOBENZOXY-L-SERINE METHYL ESTER 1676-81-9 Cbz-Amino Acids Protected & Labeled Amino Acids Amino Acids (N-Protected) Amino Acid Derivatives Peptide Synthesis Specialty Synthesis Serine Amino Acids Amino Acids (N-Protected) Biochemistry Cbz-Amino Acids Amino Acid Derivatives Peptide Synthesis Serine