5-Bromo-D-tryptophan

Base Information

• Chemical Name: 5-Bromo-D-tryptophan
• CAS No.: 93299-40-2
• Molecular Formula: C₁₁H₁₁BrN₂O₂
• Molecular Weight: 283.125
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID50350885
• Nikkaji Number: J263.662J
• Mol file: 93299-40-2.mol

Synonyms:93299-40-2;5-BROMO-D-TRYPTOPHAN;(R)-2-Amino-3-(5-bromo-1H-indol-3-yl)propanoic acid;d-5-bromotryptophan;(2R)-2-amino-3-(5-bromo-1H-indol-3-yl)propanoic acid;D-Tryptophan, 5-bromo-;(R)-2-Amino-3-(5-bromo-1H-indol-3-yl)propanoicacid;SCHEMBL5493779;DTXSID50350885;CS-D0064;MFCD09264327;AS-38632;5-Bromo-D-tryptophan (H-D-Trp(5-Br)-OH);A859834

Chemical Property of 5-Bromo-D-tryptophan

Chemical Property:

• Boiling Point: 495.8±45.0 °C(Predicted)
• PKA: 2.21±0.10(Predicted)
• PSA: 79.11000
• Density: 1.704±0.06 g/cm3(Predicted)
• LogP: 2.58510
• Storage Temp.: 2-8°C
• XLogP3: -0.1
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 282.00039
• Heavy Atom Count: 16
• Complexity: 275

Purity/Quality:

97% ^*data from raw suppliers

(R)-2-Amino-3-(5-bromo-1H-indol-3-yl)propanoicacid 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=C1Br)C(=CN2)CC(C(=O)O)N
• Isomeric SMILES: C1=CC2=C(C=C1Br)C(=CN2)C[C@H](C(=O)O)N

Technology Process of 5-Bromo-D-tryptophan

There total 23 articles about 5-Bromo-D-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%

Nα-acetyl-5-bromo-D,L-tryptophan (75816-15-8) → 5-bromo-DL-tryptophan (6548-09-0,25197-99-3,93299-40-2) + Nα-acetyl-5-bromo-D-tryptophan (75816-16-9)

Guidance literature:

With borate buffer; cobalt(II) chloride; at 37 ℃; for 48h; pH=8.0; Enzymatic reaction;

DOI:10.1016/j.tetlet.2008.02.120

Reference yield: 70.0%

5-bromo-L-tryptophan methyl ester (93299-38-8,93299-39-9) → 5-bromo-L-tryptophan (6548-09-0,25197-99-3,93299-40-2)

Guidance literature:

With sodium hydroxide; In methanol;

Reference yield: 53.0%

5-bromo-D-tryptophan methyl ester (93299-38-8,93299-39-9) → 5-bromo-L-tryptophan (6548-09-0,25197-99-3,93299-40-2)

Guidance literature:

With sodium hydroxide; In methanol; Ambient temperature;

upstream raw materials:

N^α-acetyl-5-bromo-D,L-tryptophan

5-bromo-1H-indole

L-serin

5-bromo-3-<2-acetamido-2,2-bis(ethoxycarbonyl)ethyl>indole

Downstream raw materials:

5-(4-methoxyphenyl)-L-tryptophan

5-(4-trifluoromethylphenyl)-L-tryptophan

5-(4-carboxyphenyl)-L-tryptophan

N-t-butoxycarbonyl-5-bromotryptophan