ChemicalBook > CAS DataBase List > Z-D-MET-OH

Z-D-MET-OH

Product Name
Z-D-MET-OH
CAS No.
28862-80-8
Chemical Name
Z-D-MET-OH
Synonyms
Z-D-MET;Z-D-MET-OH;CBZ-D-MET-OH;N-Cbz-D-Met-OH;Z-D-METHIONINE;Cbz-D-Methinine;CBZ-D-METHIONINE;N-CBZ-D-METHIONINE;Z-D-MET-OH USP/EP/BP;Z-D-METHIONINE extrapure
CBNumber
CB7757394
Molecular Formula
C13H17NO4S
Formula Weight
283.34
MOL File
28862-80-8.mol
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Z-D-MET-OH Property

Melting point:
67-69°C
Density 
1.253
refractive index 
26 ° (C=1, MeOH)
storage temp. 
Sealed in dry,Room Temperature
solubility 
DMSO (Slightly), Methanol (Slightly)
form 
Solid
color 
White to Off-White
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Safety

Safety Statements 
24/25
HS Code 
29225090
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
S777129
Product name
CARBOBENZYLOXY-D-METHIONINE
Purity
AldrichCPR
Packaging
50MG
Price
$30.7
Updated
2025/07/31
TCI Chemical
Product number
C0665
Product name
N-Carbobenzoxy-D-methionine
Purity
>98.0%(T)
Packaging
5g
Price
$39
Updated
2025/07/31
TCI Chemical
Product number
C0665
Product name
N-Carbobenzoxy-D-methionine
Purity
>98.0%(T)
Packaging
25g
Price
$117
Updated
2025/07/31
TCI Chemical
Product number
C0665
Product name
N-Carbobenzoxy-D-methionine
Purity
>98.0%(T)
Packaging
100mg
Price
$16
Updated
2025/07/31
Usbiological
Product number
283778
Product name
Z-D-methionine
Packaging
5g
Price
$360
Updated
2021/12/16
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Z-D-MET-OH Chemical Properties,Usage,Production

Chemical Properties

White solid

Uses

N-Cbz-D-methionine is an N-Cbz-protected form of D-Methionine (M260550). D-Methionine is an isomer of L-Methionine (M260440), and is known to be a cytoprotectant against Cisplatin (C499500), an anticancer agent. D-Methionine is also used to prevent noise- and drug-induced hearing loss, as well as hair loss (all of which may also be caused by Cisplatin or aminoglycosides).

Synthesis

348-67-4

501-53-1

1152-62-1

General procedure for the synthesis of Z-L-methionine from D-methionine and benzyl chloroformate: (2R)-2-Amino-4-(methylthioalkyl)butyric acid (4.90 g, 32.84 mmol) and sodium carbonate (16.91 g, 159.54 mmol) were dissolved in water (100 mL) at room temperature. Subsequently, a solution of benzyl chloroformate (5.59 g, 32.74 mmol) in dioxane (50 mL) was added slowly and dropwise over 10 minutes. The resulting reaction mixture was stirred at room temperature for 5 hours. Upon completion of the reaction, the reaction was quenched by the addition of water (100 mL). The reaction mixture was extracted with ethyl acetate (300 mL x 3) and the organic phases were combined, washed with brine and dried over anhydrous sodium sulfate. The solvent was removed by concentration under reduced pressure and the residue was purified by chromatography on a C18 reversed-phase column using gradient elution with aqueous acetonitrile (0 to 50% acetonitrile, 30 min) to afford (2R)-2-[[(benzyloxy)carbonyl]amino]-4-(methylsulfanyl)butanoic acid as a yellow oil (3.48 g, 36% yield).

References

[1] Journal of Agricultural and Food Chemistry, 1995, vol. 43, # 10, p. 2728 - 2734
[2] Canadian Journal of Chemistry, 2003, vol. 81, # 8, p. 937 - 960
[3] Patent: WO2017/106607, 2017, A1. Location in patent: Paragraph 00400

Z-D-MET-OH Preparation Products And Raw materials

Raw materials

Preparation Products

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Z-D-MET-OH Suppliers

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View Lastest Price from Z-D-MET-OH manufacturers

Sichuan HongRi Pharma-Tech Co.,Ltd
Product
Cbz-D-Met-OH 28862-80-8
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
Z-D-MET-OH 28862-80-8
Price
US $1.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
20kg
Release date
2018-08-22

28862-80-8, Z-D-MET-OHRelated Search:


  • N-CBZ-D-METHIONINE
  • N-CARBOBENZOXY-D-METHIONINE
  • N-ALPHA-CBZ-D-METHIONINE
  • N-ALPHA-CARBOBENZOXY-D-METHIONINE
  • N-ALPHA-BENZYLOXYCARBONYL-D-METHIONINE
  • Z-D-MET-OH
  • Z-D-METHIONINE
  • Z-D-METHIONINE extrapure
  • (R)-2-(Benzyloxycarbonylamino)-4-methylthiobutyric acid
  • N-Cbz-D-Met-OH
  • CBZ-D-MET-OH
  • CBZ-D-METHIONINE
  • Z-D-MET
  • Cbz-D-Methinine
  • (R)-2-(benzyloxycarbonylamino)-4-(methylthio)butanoic acid
  • D-(Carbobenzyloxy)methionine
  • N-Carbobenzyloxy-D-methionine
  • (2R)-2-{[(benzyloxy)carbonyl]amino}-4-(methylsulfanyl)butanoic acid
  • N-Cbz-D-methionine Z-D-Met-OH
  • Z-D-methionine≥ 99% (HPLC)
  • N-Carbobenzoxy-D-methionine &gt
  • D-Methionine, N-[(phenylmethoxy)carbonyl]-
  • Z-D-MET-OH USP/EP/BP
  • (2R)-4-methylsulfanyl-2-(phenylmethoxycarbonylamino)butanoic acid
  • N-Cbz-D-methionine, 98% [Z-D-MetOH]
  • CARBOBENZYLOXY-D-METHIONINE
  • N-α-Benzyloxycarbonyl-D-methionine
  • 28862-80-8
  • CARBOXYLIC ACID
  • Amino Acids (N-Protected)
  • Cbz-Amino Acids
  • Protected & Labeled Amino Acids
  • Amino Acids
  • Amino Acids (N-Protected)
  • Biochemistry
  • Cbz-Amino Acids