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Home > Encyclopedia > N-(tert-Butyloxycarbonyl)-D-methionine

N-(tert-Butyloxycarbonyl)-D-methionine

N-(tert-Butyloxycarbonyl)-D-methionine structure

N-(tert-Butyloxycarbonyl)-D-methionine 

structure
  • CAS No:

    5241-66-7

  • Formula:

    C10H19NO4S

  • Chemical Name:

    N-(tert-Butyloxycarbonyl)-D-methionine

  • Synonyms:

    D-Methionine,N-[(1,1-dimethylethoxy)carbonyl]-;Methionine,N-carboxy-,N-tert-butyl ester,D-;N-[(1,1-Dimethylethoxy)carbonyl]-D-methionine;N-tert-Butoxycarbonyl-D-methionine;N-(tert-Butyloxycarbonyl)-D-methionine;tert-Butoxycarbonyl-D-methionine;BOC-D-Methionine;N-Boc-D-methionine;(2R)-2-[(tert-Butoxycarbonyl)amino]-4-(methylthio)butanoic acid;(R)-2-[(tert-Butoxycarbonyl)amino]-4-(methylthio)butanoic acid;(2R)-2-[[(tert-Butoxy)carbonyl]amino]-4-(methylsulfanyl)butanoic acid

  • Categories:

    Biochemical Engineering  >  Amino Acids and Derivatives

Description

White powder

N-(tert-Butyloxycarbonyl)-D-methionine Basic Attributes

249.33

249.33

4294122

226-043-7

2930909090

Characteristics

101

1.6

White to off-white Powder

1.2±0.1 g/cm3

47-50 °C

415.5°C at 760 mmHg

205.1±27.3 °C

1.500

Store at RT.

23 º (c=1.3, methanol)

Safety Information

NONH for all modes of transport

3

24/25

N-(tert-Butyloxycarbonyl)-D-methionine Use and Manufacturing

(a) A solution of N-(tert-butoxycarbonyl)-D-methionine (12.47 g, 50 mmol) and sodium bis (2-methoxyethoxy) aluminum hydride (Red-Al (50 mmol) in dry toluene (125 mL) was stirred at [0 °C] for 30 minutes, then at ambient temperature for [1] hour. The mixture was treated with aqueous [ROCHEUSE] salt and extracted with diethyl ether. The extract was washed sequentially with brine and aqueous NaHCO3, dried (MgSO4), filtered, and concentrated to provide the desired product (9.05 g).tert-butyl (1R)-1-(hydroxymethyl)-3-(methylsulfanyl)propylcarbamate A solution of N-(tert-butoxycarbonyl)-D-methionine (12.47 g, 50 mmol) and sodium bis(2-methoxyethoxy)aluminum hydride (Red-Al) (50 mmol) in dry toluene (125 ML) was stirred at 0° C. for 30 minutes, then at ambient temperature for 1 hour.The mixture was treated with aqueous Rochelle salt and extracted with diethyl ether.The extract was washed sequentially with brine and aqueous NaHCO3, dried (MgSO4), filtered, and concentrated to provide the desired product (9.05 g).

Computed Properties

Molecular Weight:249.33
XLogP3:1.6
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:7
Exact Mass:249.10347926
Monoisotopic Mass:249.10347926
Topological Polar Surface Area:101
Heavy Atom Count:16
Complexity:250
Defined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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