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[ CAS No. 71989-38-3 ] {[proInfo.proName]}

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Chemical Structure| 71989-38-3
Chemical Structure| 71989-38-3
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Product Details of [ 71989-38-3 ]

CAS No. :71989-38-3 MDL No. :MFCD00037129
Formula : C28H29NO5 Boiling Point : -
Linear Structure Formula :- InChI Key :JAUKCFULLJFBFN-VWLOTQADSA-N
M.W :459.53 Pubchem ID :10895791
Synonyms :
Fmoc-Tyr(tBu)-OH

Safety of [ 71989-38-3 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P305+P351+P338 UN#:N/A
Hazard Statements:H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 71989-38-3 ]

* 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.

  • Upstream synthesis route of [ 71989-38-3 ]
  • Downstream synthetic route of [ 71989-38-3 ]

[ 71989-38-3 ] Synthesis Path-Upstream   1~17

  • 1
  • [ 29022-11-5 ]
  • [ 35661-60-0 ]
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  • [ 71989-31-6 ]
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  • [ 71989-38-3 ]
  • [ 132388-59-1 ]
  • [ 132327-80-1 ]
  • [ 50-56-6 ]
Reference: [1] Organic Letters, 2013, vol. 15, # 3, p. 616 - 619
  • 2
  • [ 29022-11-5 ]
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  • [ 71989-31-6 ]
  • [ 71989-23-6 ]
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  • [ 103213-32-7 ]
  • [ 132388-59-1 ]
  • [ 132327-80-1 ]
  • [ 50-56-6 ]
Reference: [1] Organic Letters, 2018, vol. 20, # 19, p. 6074 - 6078
  • 3
  • [ 68858-20-8 ]
  • [ 71989-31-6 ]
  • [ 71989-14-5 ]
  • [ 71989-23-6 ]
  • [ 71989-38-3 ]
  • [ 109425-51-6 ]
  • [ 4474-91-3 ]
Reference: [1] European Journal of Inorganic Chemistry, 2016, vol. 2016, # 35, p. 5427 - 5434
  • 4
  • [ 851713-94-5 ]
  • [ 71989-38-3 ]
Reference: [1] Organic Letters, 2005, vol. 7, # 8, p. 1473 - 1475
  • 5
  • [ 28920-43-6 ]
  • [ 4727-00-8 ]
  • [ 71989-38-3 ]
YieldReaction ConditionsOperation in experiment
450 g With sodium carbonate In tetrahydrofuran; water 5. Add 500 g of H2O and about 60 g of THF (tetrahydrofuran) to the reaction flask,Then, 299 g of L-Tyr (tBu) (O-tert-butyl-L-tyrosine), 150 g of Na2CO3 (sodium carbonate)After stirring, adding 300 g of 9-fluorenylmethoxycarbonyl chloride, the control system pH = 9,Reaction TLC (TLC) detection confirmed that the L-Tyr (tBu) reaction was complete,To obtain Fmoc-Tyr (tBu) (N- (9-fluorenylmethoxycarbonyl) -O-tert-butyl-L-tyrosine). After completion of the reaction, the product was extracted with 300 g of AcOEt (ethyl acetate). The ester layers were pooled and washed several times with saturated brine. The pH was adjusted to 3 with citric acid and driAfter completion of the reaction, the product was extracted with 300 g of AcOEt (ethyl acetate). The ester layers were pooled and washed several times with saturated brine. The pH was adjusted to 3 with citric acid and dried with 50 g Na2SO4. Filtered and desalted, and the filtrate was concentrated in hot water to a solution of 1/4. Cooling, adding 200g PET (petroleum ether) stirring crystallization filtration, drying the product 450g, the total yield: 80.1percent; product appearance: white powder;Product purity: 99percent (HPLC area normalized); Melting point mp: 150 ° C; Moisture (K, F): 1percent; Specific rotation: -18.9; Single impurity HPLC = 0.3 (areapercent); Optical purity: 99.98 percent.
Reference: [1] Patent: CN103833593, 2016, B, . Location in patent: Paragraph 0045; 0050
  • 6
  • [ 146346-74-9 ]
  • [ 71989-38-3 ]
Reference: [1] Tetrahedron Letters, 1992, vol. 33, # 49, p. 7605 - 7608
[2] Organic Letters, 2005, vol. 7, # 9, p. 1723 - 1724
  • 7
  • [ 1019691-75-8 ]
  • [ 1019691-23-6 ]
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Reference: [1] Journal of the American Chemical Society, 2008, vol. 130, # 13, p. 4253 - 4255
  • 8
  • [ 132409-94-0 ]
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Reference: [1] Journal of Organic Chemistry, 1991, vol. 56, # 10, p. 3447 - 3449
  • 9
  • [ 4727-00-8 ]
  • [ 82911-69-1 ]
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Reference: [1] Synthetic Communications, 2009, vol. 39, # 11, p. 2022 - 2031
  • 10
  • [ 3417-91-2 ]
  • [ 71989-38-3 ]
Reference: [1] Journal of Organic Chemistry, 1991, vol. 56, # 10, p. 3447 - 3449
[2] Patent: CN103833593, 2016, B,
  • 11
  • [ 82911-69-1 ]
  • [ 71989-38-3 ]
Reference: [1] Journal of Organic Chemistry, 1991, vol. 56, # 10, p. 3447 - 3449
  • 12
  • [ 82911-79-3 ]
  • [ 71989-38-3 ]
Reference: [1] Journal of Organic Chemistry, 1991, vol. 56, # 10, p. 3447 - 3449
  • 13
  • [ 28920-43-6 ]
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Reference: [1] Journal of Organic Chemistry, 2012, vol. 77, # 23, p. 10575 - 10582
  • 14
  • [ 112883-29-1 ]
  • [ 71989-38-3 ]
Reference: [1] Tetrahedron Letters, 1992, vol. 33, # 49, p. 7605 - 7608
  • 15
  • [ 60-18-4 ]
  • [ 71989-38-3 ]
Reference: [1] Patent: CN103833593, 2016, B,
  • 16
  • [ 13512-31-7 ]
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Reference: [1] Patent: CN103833593, 2016, B,
  • 17
  • [ 146346-71-6 ]
  • [ 71989-38-3 ]
Reference: [1] Tetrahedron Letters, 1992, vol. 33, # 49, p. 7605 - 7608
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