ChemicalBook > CAS DataBase List > N-Cbz-D-Serine

N-Cbz-D-Serine

Product Name: N-Cbz-D-Serine
CAS No.: 6081-61-4
Chemical Name: N-Cbz-D-Serine
Synonyms: CBZ-D-Ser;Z-D-SER-OH;Z-D-SERINE;CBZ-D-SERINE;CBZ-D-SER-OH;Z-D-serine99%;N-CBZ-D-SERINE;N-ALPHA-CBZ-D-SERINE;Z-D-SERINE extrapure;Z-D-β-hydroxyalanine
CBNumber: CB8164490
Molecular Formula: C11H13NO5
Formula Weight: 239.22
MOL File: 6081-61-4.mol

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N-Cbz-D-Serine Property

Melting point:: 116-119°C
Boiling point:: 487.5±45.0 °C(Predicted)
Density: 1.354±0.06 g/cm3(Predicted)
refractive index: -6 ° (C=6, AcOH)
storage temp.: Keep in dark place,Sealed in dry,Room Temperature
solubility: Acetic Acid (Slightly), DMSO (Slightly), Methanol (Slightly)
form: Solid
pka: 3.60±0.10(Predicted)
color: Off-White
BRN: 2058313
InChI: InChI=1S/C11H13NO5/c13-6-9(10(14)15)12-11(16)17-7-8-4-2-1-3-5-8/h1-5,9,13H,6-7H2,(H,12,16)(H,14,15)/t9-/m1/s1
InChIKey: GNIDSOFZAKMQAO-SECBINFHSA-N
SMILES: C(O)(=O)[C@@H](CO)NC(OCC1=CC=CC=C1)=O
CAS DataBase Reference: 6081-61-4(CAS DataBase Reference)

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Safety

Safety Statements: 22-24/25
HS Code: 2924297099

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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.

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N-Bromosuccinimide Price

TCI Chemical

Product number: C2137
Product name: N-Carbobenzoxy-D-serine
Purity: >98.0%(T)
Packaging: 1g
Price: $20
Updated: 2025/07/31

TCI Chemical

Product number: C2137
Product name: N-Carbobenzoxy-D-serine
Purity: >98.0%(T)
Packaging: 5g
Price: $44
Updated: 2025/07/31

TRC

Product number: B286730
Product name: N-Benzyloxycarbonyl-D-serine
Packaging: 250mg
Price: $85
Updated: 2021/12/16

Usbiological

Product number: 289389
Product name: Z-D-Ser-OH
Packaging: 5g
Price: $350
Updated: 2021/12/16

AK Scientific

Product number: G072
Product name: Z-D-Ser-OH
Packaging: 1g
Price: $10
Updated: 2021/12/16

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N-Cbz-D-Serine Chemical Properties,Usage,Production

Uses

N-Benzyloxycarbonyl-D-serine is D-serine (S270975) with amine protected from eletrophiles by carboxybenzyl group in organic synthesis. N-Benzyloxycarbonyl-D-serine can be used to synthesize acetamido-methoxypropionamides such as Desacetyl Desmethyl Lacosamide (D288325) which is a potent anticonvulsant.

Synthesis

312-84-5

501-53-1

6081-61-4

GENERAL STEPS: Dissolve sodium bicarbonate (605 g, 5.72 mol) in water (3 L) and cool to 0-5°C in an ice bath. D-serine (200 g, 1.90 mol) was added in 8-10 portions, 20-30 minutes apart. Subsequently, a toluene solution of 50% benzyl chloroformate (780 g, 2.29 mol) was added slowly and dropwise over a period of 1 h. The temperature was maintained at 0-5°C. The reaction mixture was stirred at 0-5 °C for 2 h, then brought to room temperature and continued stirring for 2 h. The reaction was carried out at room temperature. Ethyl acetate (400 mL) was added and the pH was adjusted with hydrochloric acid to 2.0. The product was extracted with ethyl acetate (2 x 800 mL). The organic phases were combined and concentrated under reduced pressure to about 640 mL to give a suspension. Cyclohexane (1200 mL) was added and slurried for 6 hours. The purified product was collected by filtration and dried under reduced pressure at 50 °C to afford (R)-2-(((benzyloxy)carbonyl)amino)-3-hydroxypropanoic acid (432.5 g, 95% yield) as a white solid with a melting point of 119-120 °C (literature value of 119 °C) and [α]D25 -5.08 (c 2.7, acetic acid).IR (ν, cm-1 ): 1689 (C=O) 1749 (C=O), 3319 (NH), 3338 (OH).UV (λmax, nm): 208.1H NMR (CD3OD, δ, ppm, J/Hz): 3.83-3.92 (2H, m, CH2), 4.30 (1H, t, J=8.8, NCH), 5.13 (2H, s, CH2), 7.29- 7.40 (5H, m, Ph-H).13C NMR (CD3OD, δ, ppm): 57.7, 63.1, 67.7, 128.9 (2C), 129.0, 129.5 (2C), 138.1, 158.6, 173.8.Mass Spectrometry (m/z, Irel%): 238 [M-H]- (100).

References

[1] Tetrahedron Letters, 2014, vol. 55, # 19, p. 3114 - 3116
[2] Chemistry of Heterocyclic Compounds, 2017, vol. 53, # 11, p. 1248 - 1253
[3] Khim. Geterotsikl. Soedin., 2017, vol. 53, # 11, p. 1248 - 1253,6
[4] European Journal of Organic Chemistry, 2001, # 16, p. 3067 - 3074
[5] Asian Journal of Chemistry, 2011, vol. 23, # 11, p. 5169 - 5170

N-Cbz-D-Serine Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from N-Cbz-D-Serine manufacturers

Sichuan HongRi Pharma-Tech Co.,Ltd

Product: Cbz-D-Ser-OH 6081-61-4
Price: US $0.00-0.00/kg
Min. Order: 1kg
Purity: 98%
Supply Ability: 1T+
Release date: 2024-01-15

Career Henan Chemical Co

Product: N-Cbz-D-Serine 6081-61-4
Price: US $100.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: Customized
Release date: 2018-07-31

6081-61-4, N-Cbz-D-SerineRelated Search:

D-Serine DL-Serine Trimethoprim D-Cycloserine L-Serine L-Homoserine L-ALPHA-PHOSPHATIDYLSERINES, BRAIN, BOVINE N-Carbobenzyloxyglycine Z-D-THR-OH Z-D-TIC-OH N-Cbz-O-tert-butyl-L-serine N-Cbz-D-glutamic acid alpha-benzyl ester N-Cbz-D-Phenylalanine N-Cbz-D-Leucine N-Cbz-Hydroxy-L-proline N-Cbz-D-Alanine N-Cbz-D-Tryptophan N-CBZ-D-SERINE BENZYL ESTER

N-BENZYLOXYCARBONYL-D-SERINE

N-CARBOBENZOXY-D-SERINE

N-CBZ-D-SERINE

N-ALPHA-CARBOBENZOXY-D-SERINE

N-ALPHA-CBZ-D-SERINE

Z-D-SERINE

Z-D-SER-OH

CBZ-D-SERINE

N-(Carbobenzyloxy)-D-serine

N-Benzyloxycarbonyl-D-serine,98+%

BENZYLOXYCARBONYL-D-SERINE

CBZ-D-SER-OH

(R)-2-(benzyloxycarbonylamino)-3-hydroxypropanoic acid

Z-D-SERINE extrapure

(2R)-2-(Benzyloxycarbonylamino)-3-hydroxypropionic acid

(R)-2-[[(Benzyloxy)carbonyl]amino]-3-hydroxypropinic acid

(R)-3-Hydroxy-2-(benzyloxycarbonylamino)propionic acid

CBZ-D-Ser

(R)-Z-2-amino-3-hydroxypropionic acid

Z-D-serine99%

Z-D-β-hydroxyalanine

N-Cbz-D-serine Z-D-Ser-OH

N-Carbobenzoxy-D-serine &gt

D-Serine, N-[(phenylmethoxy)carbonyl]-

N-Cbz-D-serine, 98% [Z-D-Ser-OH]

(R)-N-Benzyloxycarbonyl-D-serine

6081-61-4

6081-01-4

17342-68-8

Amino Acids (N-Protected)

Biochemistry

Cbz-Amino Acids

Cbz-Amino acid series

Amino Acid Derivatives

Amino Acids