Synthesis of deuterated clenbuterol

O. Jørgensen; H. Egsgaard; E. Larsen

doi:10.1002/(SICI)1099-1344(199611)38:11<1007::AID-JLCR918>3.0.CO;2-4

Synthesis of deuterated clenbuterol

O. Jørgensen
, H. Egsgaard
, E. Larsen

Research output: Contribution to journal › Journal article › Research › peer-review

Abstract

The synthesis of D₉-clenbuterol and D₃-clenbuterol is described. D₉-clenbuterol was prepared from 4-amino-α-bromo-3,5-dichloroacetophenone by reaction with D₉-tert-butylamine followed by reduction of the keto group with NaBH₄. D₃-clenbuterol was prepared from 4-amino-α-tert-butylamino-3,5-dichloroacetophenone by an exchange reaction of the α-hydrogens with deuterium followed by reduction of the keto group with NaBD₄. The eventual products were characterized by mass spectrometry and NMR.

Original language	English
Journal	Journal of Labelled Compounds and Radiopharmaceuticals
Volume	38
Issue number	11
Pages (from-to)	1007-1014
ISSN	0362-4803
DOIs	https://doi.org/10.1002/(SICI)1099-1344(199611)38:11<1007::AID-JLCR918>3.0.CO;2-4
Publication status	Published - 1996

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10.1002/(SICI)1099-1344(199611)38:11<1007::AID-JLCR918>3.0.CO;2-4

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title = "Synthesis of deuterated clenbuterol",

abstract = "The synthesis of D9-clenbuterol and D3-clenbuterol is described. D9-clenbuterol was prepared from 4-amino-α-bromo-3,5-dichloroacetophenone by reaction with D9-tert-butylamine followed by reduction of the keto group with NaBH4. D3-clenbuterol was prepared from 4-amino-α-tert-butylamino-3,5-dichloroacetophenone by an exchange reaction of the α-hydrogens with deuterium followed by reduction of the keto group with NaBD4. The eventual products were characterized by mass spectrometry and NMR.",

keywords = "Materialer med s{\ae}rlige fysiske og kemiske egenskaber; Nye funktionelle materialer",

author = "O. J{\o}rgensen and H. Egsgaard and E. Larsen",

year = "1996",

doi = "10.1002/(SICI)1099-1344(199611)38:11<1007::AID-JLCR918>3.0.CO;2-4",

language = "English",

volume = "38",

pages = "1007--1014",

journal = "Journal of Labelled Compounds and Radiopharmaceuticals",

issn = "0362-4803",

publisher = "John Wiley and Sons Ltd",

number = "11",

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TY - JOUR

T1 - Synthesis of deuterated clenbuterol

AU - Jørgensen, O.

AU - Egsgaard, H.

AU - Larsen, E.

PY - 1996

Y1 - 1996

N2 - The synthesis of D9-clenbuterol and D3-clenbuterol is described. D9-clenbuterol was prepared from 4-amino-α-bromo-3,5-dichloroacetophenone by reaction with D9-tert-butylamine followed by reduction of the keto group with NaBH4. D3-clenbuterol was prepared from 4-amino-α-tert-butylamino-3,5-dichloroacetophenone by an exchange reaction of the α-hydrogens with deuterium followed by reduction of the keto group with NaBD4. The eventual products were characterized by mass spectrometry and NMR.

AB - The synthesis of D9-clenbuterol and D3-clenbuterol is described. D9-clenbuterol was prepared from 4-amino-α-bromo-3,5-dichloroacetophenone by reaction with D9-tert-butylamine followed by reduction of the keto group with NaBH4. D3-clenbuterol was prepared from 4-amino-α-tert-butylamino-3,5-dichloroacetophenone by an exchange reaction of the α-hydrogens with deuterium followed by reduction of the keto group with NaBD4. The eventual products were characterized by mass spectrometry and NMR.

KW - Materialer med særlige fysiske og kemiske egenskaber; Nye funktionelle materialer

U2 - 10.1002/(SICI)1099-1344(199611)38:11<1007::AID-JLCR918>3.0.CO;2-4

DO - 10.1002/(SICI)1099-1344(199611)38:11<1007::AID-JLCR918>3.0.CO;2-4

M3 - Journal article

SN - 0362-4803

VL - 38

SP - 1007

EP - 1014

JO - Journal of Labelled Compounds and Radiopharmaceuticals

JF - Journal of Labelled Compounds and Radiopharmaceuticals

IS - 11

ER -

Synthesis of deuterated clenbuterol

Abstract

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