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Home > Encyclopedia > N-tert-Butoxycarbonyl-O-benzylthreonine

N-tert-Butoxycarbonyl-O-benzylthreonine

N-tert-Butoxycarbonyl-O-benzylthreonine structure

N-tert-Butoxycarbonyl-O-benzylthreonine 

structure
  • CAS No:

    15260-10-3

  • Formula:

    C16H23NO5

  • Chemical Name:

    N-tert-Butoxycarbonyl-O-benzylthreonine

  • Synonyms:

    L-Threonine,N-[(1,1-dimethylethoxy)carbonyl]-O-(phenylmethyl)-;Butyric acid,3-(benzyloxy)-2-(carboxyamino)-,N-tert-butyl ester,Ls-threo-;N-[(1,1-Dimethylethoxy)carbonyl]-O-(phenylmethyl)-L-threonine;N-tert-Butoxycarbonyl-O-benzyl-L-threonine;N-(tert-Butyloxycarbonyl)-O-benzyl-L-threonine;tert-Butoxycarbonyl-O-benzylthreonine;N-tert-Butoxycarbonyl-O-benzylthreonine;N-(tert-Butoxycarbonyl)threonine benzyl ether;(2S,3R)-2-(tert-Butoxycarbonylamino)-3-benzyloxybutanoic acid;NSC 334365;(2S,3R)-3-Benzyloxy-2-(tert-butoxycarbonylamino)butanoic acid;N-Boc-O-benzyl-L-threonine;Boc-L-Thr(OBn)-OH;54784-63-3;111516-03-1;172846-16-1;1416064-93-1;1422430-41-8;1453873-39-6

  • Categories:

    Pharmaceutical Intermediates  >  Antineoplastics

Description

White crystalline

N-tert-Butoxycarbonyl-O-benzylthreonine Basic Attributes

309.36

309.36

239-304-5

2924 29 70

Characteristics

84.9

2.3

White to off-white crystalline powder

1.152±0.06 g/cm3(Predicted)

80-82 °C(lit.)

461.5±45.0 °C(Predicted)

232.9±28.7 °C

16.5 ° (C=1, MeOH)

2-8°C

1.36E-07mmHg at 25°C

22 º (c=2 in 95% ethanol)

Safety Information

NONH for all modes of transport

3

22-24/25

Stable under normal temperatures and pressures.

N-tert-Butoxycarbonyl-O-benzylthreonine Use and Manufacturing

Methods of Manufacturing

Suspend O-benzyl-L-threonine in a dioxane solution, acylate with tert-butoxycarbonyl azide to obtain a crude product, and extract it with ethyl acetate at a pH of 9-10 , And then refined by recrystallization.

Uses

Used for peptide synthesis and as amino acid protection monomer.

L-Threonine, N-[(1,1-dimethylethoxy)carbonyl]-O-(phenylmethyl)-: INACTIVE

Computed Properties

Molecular Weight:309.36
XLogP3:2.3
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:8
Exact Mass:309.15762283
Monoisotopic Mass:309.15762283
Topological Polar Surface Area:84.9
Heavy Atom Count:22
Complexity:371
Defined Atom Stereocenter Count:2
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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