Boc-6-bromo-DL-tryptophan

Base Information

• Chemical Name: Boc-6-bromo-DL-tryptophan
• CAS No.: 1104606-57-6
• Molecular Formula: C₁₆H₁₉BrN₂O₄
• Molecular Weight: 383.242
• Hs Code.: 2933990090
• Mol file: 1104606-57-6.mol

Synonyms:Boc-6-bromo-DL-tryptophan;Tryptophan, 6-bromo-N-[(1,1-dimethylethoxy)carbonyl]-

Chemical Property of Boc-6-bromo-DL-tryptophan

Chemical Property:

• Boiling Point: 576.4±50.0 °C(Predicted)
• PKA: 3.83±0.10(Predicted)
• PSA: 91.42000
• Density: 1.489±0.06 g/cm3(Predicted)
• LogP: 3.84170

Purity/Quality:

98%min ^*data from raw suppliers

Boc-6-bromo-DL-tryptophan ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Boc-6-bromo-DL-tryptophan

There total 9 articles about Boc-6-bromo-DL-tryptophan which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 94.0%

di-tert-butyl dicarbonate (24424-99-5) + (2S)-2-amino-3-(6-bromo-1H-indol-3-yl)propanoic acid (52448-17-6) → (2S)-3-(6-bromo-1H-indol-3-yl)-2-[(tert-butoxycarbonyl)amino]propanoic acid (97444-12-7,1104606-57-6)

Guidance literature:

With potassium hydroxide; In 1,4-dioxane; water; at 20 ℃; for 16h;

DOI:10.1002/cbdv.201400406

Reference yield: 92.0%

di-tert-butyl oxalate (691-64-5) + Nα-acetyl-6-bromo-D,L-tryptophan (85515-06-6) → (2S)-3-(6-bromo-1H-indol-3-yl)-2-[(tert-butoxycarbonyl)amino]propanoic acid (97444-12-7,1104606-57-6) + Nα-acetyl-6-bromo-D-tryptophan (97444-14-9)

Guidance literature:

With buffer sol.; cobalt(II) chloride; for 20h; Ambient temperature; pilzacylase;

DOI:10.1002/jlac.198519850414

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) + 6-bromo-tryptophan(Ref.7.) (33599-61-0) → Nα-Boc-6-bromotryptophan (1104606-57-6)

Guidance literature:

With sodium hydroxide; In water; at 20 ℃; for 22h; Inert atmosphere;

DOI:10.1021/ol5024097

upstream raw materials:

di-tert-butyl oxalate

N^α-acetyl-6-bromo-D,L-tryptophan

6-bromo-1H-indole

6-bromo-indole-2-carboxylic acid(Ref_.7.)

Downstream raw materials:

Tetraacetylclionamid

6-Brom-N^α-(tert-butyloxycarbonyl)-N-<2-(4-nitrophenylseleno)-2-(3,4,5-triacetoxyphenyl)ethyl>tryptophanamid

6-Brom-N-<2-hydroxy-2-(3,4,5-triacetoxyphenyl)ethyl>-N^α-(tert-butyloxycarbonyl)tryptophanamid

O,O',O''-Triacetyl-N-(tert-butyloxycarbonyl)clionamid

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