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Chemical Structure| 3978-80-1 Chemical Structure| 3978-80-1
Chemical Structure| 3978-80-1

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Boc-D-Leucine monohydrate is a non-natural isomer of D-leucine with N-Boc protection, acting as an autolysis inhibitor of lactic acid streptococcus and having strong antiepileptic effects.

Synonyms: (S)-2-((tert-Butoxycarbonyl)amino)-3-(4-hydroxyphenyl)propanoic acid

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Product Details of Boc-Tyr-OH

CAS No. :3978-80-1
Formula : C14H19NO5
M.W : 281.30
SMILES Code : OC(C=C1)=CC=C1C[C@@H](C(O)=O)NC(OC(C)(C)C)=O
Synonyms :
(S)-2-((tert-Butoxycarbonyl)amino)-3-(4-hydroxyphenyl)propanoic acid
MDL No. :MFCD00037179

Safety of Boc-Tyr-OH

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H332-H335
Precautionary Statements:P261-P280-P305+P351+P338

Application In Synthesis of Boc-Tyr-OH

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 3978-80-1 ]

[ 3978-80-1 ] Synthesis Path-Downstream   1~12

  • 1
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  • [ 101998-40-7 ]
  • 2
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  • [ 83345-46-4 ]
YieldReaction ConditionsOperation in experiment
0.4 g With lithium aluminium tetrahydride; In diethyl ether;Inert atmosphere; Reflux; N-Boc-L-tyrosinol 4: 1?g of N-Boc-L-tyrosine (3.6?mmol) was dissolved under nitrogen in 80?mL of dry diethyl ether. Then lithium aluminium hydride (0.4?g, 0.01?mol) was added in portions. The suspension was heated to reflux overnight. After cooling to room temperature, ethyl acetate was added and the reaction mixture was poured carefully to concentrated sodium hydroxide solution while stirring. The organic layer was extracted with water and dried with sodium sulphate. 0.4?g oily material was obtained after removing the solvents. 1H NMR (400?MHz, CDCl3): delta 1.37 (9H, s), 2.69 (2H, d, J?=?6.51?Hz), 3.47 (1H, dd, J?=?5.27, 10.85?Hz), 3.57 (1H, dd, J?=?3.75, 10.85?Hz), 3.76 (1H, s), 5.06 (1H, d, J?=?7.75?Hz), 6.70 (2H, d, J?=?8.37?Hz), 6.97 (2H, d, J?=?8.37?Hz), 7.70 (1H, br s) ppm.
  • 3
  • [ 98946-18-0 ]
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  • [ 18938-60-8 ]
  • [ 158008-98-1 ]
  • 4
  • [ 3978-80-1 ]
  • [ 61925-78-8 ]
  • [ 114873-00-6 ]
  • S-p-MeBzl-Nα-Boc-D-Pen Merrifield [ No CAS ]
  • Tyr-D-Cys-o-FPhe-D-Pen-OH [ No CAS ]
  • 5
  • [ 3978-80-1 ]
  • [ 61925-78-8 ]
  • [ 114873-01-7 ]
  • S-p-MeBzl-Nα-Boc-D-Pen Merrifield [ No CAS ]
  • Tyr-D-Cys-m-FPhe-D-Pen-OH [ No CAS ]
  • 8
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  • [ 1791-13-5 ]
  • [ 87085-11-8 ]
  • 10
  • [ 507-19-7 ]
  • [ 3978-80-1 ]
  • [ 18938-60-8 ]
  • 11
  • [ 3978-80-1 ]
  • [ 1421-65-4 ]
  • (S)-methyl 2-((S)-2-((tert-butoxycarbonyl)amino)-3-(4-hydroxyphenyl)propanamido)-3-(3,4-dihydroxyphenyl)propanoate [ No CAS ]
YieldReaction ConditionsOperation in experiment
64% With triethylamine; dicyclohexyl-carbodiimide; In N,N-dimethyl-formamide; acetonitrile; at 0℃; for 7h; A solution of LDOPAmethyl ester hydrochloride 2 (0.27 g, 1.11 mmol) andN-(tert-butoxycarbonyl)-L-tyrosine (0.33 g, 1.16 mmol) inDMF (2.2 mL) and acetonitrile (9 mL) was cooled in ice.With stirring, triethylamine (0.16 mL, 1.11 mmol) was addedfollowed by dicyclohexylcarbodiimide (0.25 g, 1.11 mmol).After 7 h of continued stirring at 0 C, the reaction mixturewas cooled in the freezer overnight. The insoluble materialwas filtered off and washed with ethyl acetate. The combinedfiltrate was evaporated and the residue was dissolvedin ethyl acetate (40 mL) and water (25 mL). The organiclayer was washed successively with 25 mL portions of 0.5 NHCl, H2O, 0.5 N NaHCO3 and brine and dried over MgSO4.After filtration and concentration, the crude yellow solid wassubjected to silica chromatography (ethyl acetate/hexane =1:1, then 3:1) to afford a colorless amorphous mass (0.34 g,64%) 1H NMR (CD3OD): 1.34 (s, 3H), 2.67 (m, 1H), 2.90(m, 3H), 3.35 (s, 3H), 3.66 (s, 3H), 4.23 (t, J = 6.9 Hz, 1H),4.59 (t, J = 6.8 Hz, 1H), 6.48 (d, J = 7.9 Hz, 1H), 6.62 (s,1H), 6.68 (d, J = 7.9 Hz, 1H), 6.69 (d, J = 8.6 Hz, 2H), 7.01(d, J = 8.6 Hz, 2H); 13C NMR (CD3OD): 28.6, 37.9, 38.4,52.6, 55.2, 57.5, 80.7, 116.1. 116.3, 117.2, 121.7, 129.0,129.1, 131.3, 145.3, 146.2, 157.1, 157.5, 173.2, 174.2;HRMS (ESI): calcd. for C24H31N2O8 (M++H) 475.2080,found 475.2055; []D -2.1 (c 2.0, CH3OH).
  • 12
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  • [ 18938-60-8 ]
 

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