ChemicalBook > CAS DataBase List > BOC-TRP-OBZL

BOC-TRP-OBZL

Product Name
BOC-TRP-OBZL
CAS No.
57229-67-1
Chemical Name
BOC-TRP-OBZL
Synonyms
BOC-TRP-OBZL;Boc-L-Trp-OBzl;BOC-L-TRYPTOPHAN BENZYL ESTER;(Tert-Butoxy)Carbonyl Trp-OBzl;N-a-Boc-L-Tryptophanbenzylester;Nα-Boc-L-tryptophan benzyl ester;N-α-Boc-L-Tryptophan benzyl ester;N-Boc-L-tryptophanbenzylester,95%;N-.ALPHA.-BOC-L-TRYPTOPHAN BENZYL ESTER;Trit-butoxycarbonyl-tryptophan benzyl ester
CBNumber
CB3751758
Molecular Formula
C23H26N2O4
Formula Weight
394.46
MOL File
57229-67-1.mol
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BOC-TRP-OBZL Property

Melting point:
140-146℃
Boiling point:
591.0±50.0 °C(Predicted)
Density 
1.205±0.06 g/cm3(Predicted)
storage temp. 
2-8°C
form 
Powder
pka
11.14±0.46(Predicted)
color 
Off-white to white
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Usbiological
Product number
285733
Product name
Na-Boc-L-tryptophan benzyl ester
Packaging
5g
Price
$389
Updated
2021/12/16
Chem-Impex
Product number
11893
Product name
Nα-Boc-L-tryptophanbenzylester,99%(HPLC)
Purity
99%(HPLC)
Packaging
100G
Price
$492.8
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
AAA0009075
Product name
BOC-L-TRYPTOPHAN BENZYL ESTER
Purity
95.00%
Packaging
5MG
Price
$499.76
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
AAA0009075
Product name
BOC-L-TRYPTOPHAN BENZYL ESTER
Purity
95.00%
Packaging
1G
Price
$622
Updated
2021/12/16
Chem-Impex
Product number
11893
Product name
Nα-Boc-L-tryptophanbenzylester,≥99%(HPLC)
Purity
≥99%(HPLC)
Packaging
25G
Price
$151.42
Updated
2021/12/16
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BOC-TRP-OBZL Chemical Properties,Usage,Production

Chemical Properties

White to off-white powder

Synthesis

100-39-0

13139-14-5

57229-67-1

General procedure for the synthesis of N-tert-butoxycarbonyl-O-benzyl-L-tryptophan from benzyl bromide and (S)-2-((tert-butoxycarbonyl)amino)-3-(1H-indol-3-yl)propanoic acid: to a solution of methyl (S)-2-((tert-butoxycarbonyl)amino)-3-(1H-indol-3-yl)propanoate (2 g, 6.57 mmol) in DMF (27 mL) K2CO3 (2.27 g, 16.5 mmol) and benzyl bromide (811 μL, 6.83 mmol) were added to it. The reaction mixture was stirred at room temperature for 12 hours. After completion of the reaction, the reaction was quenched with saturated aqueous NaHCO3 solution. The reaction mixture was diluted with EtOAc (10 mL) and washed with aqueous NH4Cl to separate the organic and aqueous layers. The aqueous layer was extracted with EtOAc (3 x 10 mL), the organic layers were combined, washed with brine (3 x 15 mL), dried over anhydrous Na2SO4, filtered and concentrated under reduced pressure. A white powdery product (2.1 g, 81% yield) was obtained by recrystallization from cyclohexane with a melting point of 140 °C. The spectral data of the product were in agreement with those reported in the literature.1H NMR (250 MHz, CDCl3): δ=8.00 (br s, 1H), 7.56 (d, J=8.3 Hz, 1H), 7.38-7.30 (m, 4H), 7.29-7.17 (m, 3H), 7.16-7.07 (m, 1H), 6.81 (s, 1H), and 5.09 (d, J=3.7Hz, 2H), 4.79-4.61 (m, 1H), 3.29 (d, J=5.3Hz, 2H), 1.43 (s, 9H).

References

[1] Organic and Biomolecular Chemistry, 2013, vol. 11, # 10, p. 1594 - 1597
[2] Journal of Organic Chemistry, 2014, vol. 79, # 23, p. 11549 - 11557
[3] Tetrahedron Letters, 2009, vol. 50, # 26, p. 3645 - 3647
[4] Synthesis (Germany), 2017, vol. 49, # 2, p. 391 - 396
[5] Carbohydrate Research, 1981, vol. 89, p. 229 - 236

BOC-TRP-OBZL Preparation Products And Raw materials

Raw materials

Preparation Products

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BOC-TRP-OBZL Suppliers

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View Lastest Price from BOC-TRP-OBZL manufacturers

Career Henan Chemical Co
Product
BOC-TRP-OBZL 57229-67-1
Price
US $1.00/KG
Min. Order
1KG
Purity
99.0%
Supply Ability
100kg
Release date
2020-01-18

57229-67-1, BOC-TRP-OBZLRelated Search:


  • BOC-TRP-OBZL
  • BOC-L-TRYPTOPHAN BENZYL ESTER
  • N-α-Boc-L-Tryptophan benzyl ester
  • N-a-Boc-L-Tryptophanbenzylester
  • N-.ALPHA.-BOC-L-TRYPTOPHAN BENZYL ESTER
  • (S)-benzyl 2-(tert-butoxycarbonylamino)-3-(1H-indol-3-yl)propanoate
  • (S)-2-tert-Butoxycarbonylamino-3-(-1H-indol-3-yl)propionic acid benzyl ester
  • Boc-L-Trp-OBzl
  • Nα-Boc-L-tryptophan benzyl ester≥ 99% (HPLC)
  • N-ALPHA-T-BUTOXYCARBONYL-L-TRYPTOPHAN BENZYL ESTER
  • N-tert-Butoxycarbonyl-L-tryptophan benzyl ester
  • (Tert-Butoxy)Carbonyl Trp-OBzl
  • benzyl (2S)-2-{[(tert-butoxy)carbonyl]amino}-3-(1H-indol-3-yl)propanoate
  • L-Tryptophan, N-[(1,1-dimethylethoxy)carbonyl]-, phenylmethyl ester
  • N-Boc-L-tryptophanbenzylester,95%
  • Nα-Boc-L-tryptophan benzyl ester
  • Trit-butoxycarbonyl-tryptophan benzyl ester
  • 57229-67-1