5-broMo-L-tryptophan hydrochloride

Base Information

• Chemical Name: 5-broMo-L-tryptophan hydrochloride
• CAS No.: 139684-34-7
• Molecular Formula: C11H11BrN2O2.ClH
• Molecular Weight: 319.585
• Mol file: 139684-34-7.mol

Synonyms:5-BROMO-L-TRYPTOPHAN MONOHYDROCHLORIDE;

Chemical Property of 5-broMo-L-tryptophan hydrochloride

Chemical Property:

• PSA: 79.11000
• LogP: 3.38710

Purity/Quality:

99% ^*data from raw suppliers

5-BROMO-L-TRYPTOPHAN MONOHYDROCHLORIDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5-broMo-L-tryptophan hydrochloride

There total 8 articles about 5-broMo-L-tryptophan hydrochloride 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: 88.0%

5-bromo-1H-indole (10075-50-0) + L-serin (56-45-1,83245-15-2) → 5-bromo-L-tryptophan hydrochloride (139684-34-7)

Guidance literature:

5-bromo-1H-indole; L-serin; With pyridoxal 5'-phosphate; thermotoga maritima with tryptophan synthase β-subunit from pyrococcus furiosus M145T N167D mutant; In aq. phosphate buffer; water; dimethyl sulfoxide; at 75 ℃; for 12h; pH=8; Sealed tube; Enzymatic reaction;

With hydrogenchloride; In water;

DOI:10.1002/anie.201606242

Reference yield:

C11H10BrNO → 5-bromo-L-tryptophan hydrochloride (139684-34-7)

Guidance literature:

Multi-step reaction with 5 steps

1: hydrogenchloride / water / 3 h / Reflux

2: acetic acid / methanol / 16 h / 0 - 20 °C

3: potassium carbonate; dihydrogen peroxide / dimethyl sulfoxide / 6 h / 20 °C

4: trifluoroacetic acid; chlorotriisopropylsilane / 42 h / 60 °C

5: water; hydrogenchloride / 18 h / Reflux

With hydrogenchloride; chlorotriisopropylsilane; water; dihydrogen peroxide; potassium carbonate; acetic acid; trifluoroacetic acid; In methanol; water; dimethyl sulfoxide;

DOI:10.1039/c4ob02107j

Reference yield:

5-bromo-1H-indole-3-carboxaldehyde (877-03-2) → 5-bromo-L-tryptophan hydrochloride (139684-34-7)

Guidance literature:

Multi-step reaction with 6 steps

1.1: n-butyllithium / tetrahydrofuran / 0.25 h / 0 °C / Inert atmosphere

1.2: 2 h / 20 °C

2.1: hydrogenchloride / water / 3 h / Reflux

3.1: acetic acid / methanol / 16 h / 0 - 20 °C

4.1: potassium carbonate; dihydrogen peroxide / dimethyl sulfoxide / 6 h / 20 °C

5.1: trifluoroacetic acid; chlorotriisopropylsilane / 42 h / 60 °C

6.1: water; hydrogenchloride / 18 h / Reflux

With hydrogenchloride; n-butyllithium; chlorotriisopropylsilane; water; dihydrogen peroxide; potassium carbonate; acetic acid; trifluoroacetic acid; In tetrahydrofuran; methanol; water; dimethyl sulfoxide;

DOI:10.1039/c4ob02107j

upstream raw materials:

5-bromo-1H-indole

L-serin

5-bromo-1H-indole-3-carboxaldehyde

Downstream raw materials:

C₁₈H₁₈N₂O₂

5-(4-methoxyphenyl)-L-tryptophan

5-(4-carboxyphenyl)-L-tryptophan

5-(4-trifluoromethylphenyl)-L-tryptophan