DL-5-HYDROXYTRYPTOPHAN

Base Information

• Chemical Name: DL-5-HYDROXYTRYPTOPHAN
• CAS No.: 114-03-4
• Molecular Formula: C11H12N2O3
• Molecular Weight: 220.22500
• Hs Code.: 2933990090
• Mol file: 114-03-4.mol

Synonyms:DL-Tryptophan, 5-hydroxy-;5-Hydroxy-DL-tryptophan;

Chemical Property of DL-5-HYDROXYTRYPTOPHAN

Chemical Property:

• Appearance/Colour: White powder
• Vapor Pressure: 1.15E-11mmHg at 25°C
• Melting Point: 298-300oC
• Refractive Index: 1,565
• Boiling Point: 520.6oC at 760 mmHg
• Flash Point: 268.7oC
• PSA: 99.34000
• Density: 1.484
• LogP: 1.52820
• Storage Temp.: Refrigerator

Purity/Quality:

99% ^*data from raw suppliers

5-Hydroxy-DL-tryptophan ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xn,Xi
• Statements: 25-65-36/37/38-20/21/22-20/21
• Safety Statements: 24/25-36-26

MSDS Files:

SDS file from LookChem

Useful:

• Uses: anti-hypochondrial agent

Technology Process of DL-5-HYDROXYTRYPTOPHAN

There total 21 articles about DL-5-HYDROXYTRYPTOPHAN 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:

N-methoxycarbonyl-4-cyano-D-2-aminobutyric acid methyl ester (93271-99-9) → 5-hydroxy-D-tryptophan (56-69-9,114-03-4,4350-07-6,4350-09-8,4298-20-8)

Guidance literature:

Multi-step reaction with 5 steps

1: 69 percent / Pb(OAc)2*H₂O, hydrogen / Raney nickel / acetic acid; H₂O / Ambient temperature

2: 61 percent / AcOH / H₂O / 2 h / 80 - 90 °C

3: 82 percent / 1 N NaOH / methanol / Ambient temperature

4: 100 percent / NaOH, hydrogen / 10percent Pd/C / H₂O / 2 h / Ambient temperature

5: Me₃SiI / CHCl₃ / 1 h / Heating

With sodium hydroxide; trimethylsilyl iodide; hydrogen; lead acetate; acetic acid; palladium on activated charcoal; nickel; In methanol; chloroform; water; acetic acid;

Reference yield:

(R)-5-Hydroxy-pyrrolidine-1,2-dicarboxylic acid dimethyl ester (93271-96-6) → 5-hydroxy-D-tryptophan (56-69-9,114-03-4,4350-07-6,4350-09-8,4298-20-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 61 percent / AcOH / H₂O / 2 h / 80 - 90 °C

2: 82 percent / 1 N NaOH / methanol / Ambient temperature

3: 100 percent / NaOH, hydrogen / 10percent Pd/C / H₂O / 2 h / Ambient temperature

4: Me₃SiI / CHCl₃ / 1 h / Heating

With sodium hydroxide; trimethylsilyl iodide; hydrogen; acetic acid; palladium on activated charcoal; In methanol; chloroform; water;

Reference yield:

N-methoxycarbonyl-D-glutamine methyl ester (93299-31-1) → 5-hydroxy-D-tryptophan (56-69-9,114-03-4,4350-07-6,4350-09-8,4298-20-8)

Guidance literature:

Multi-step reaction with 6 steps

1: 92 percent / p-toluenesulfonyl chloride / pyridine / 4 h / Ambient temperature

2: 69 percent / Pb(OAc)2*H₂O, hydrogen / Raney nickel / acetic acid; H₂O / Ambient temperature

3: 61 percent / AcOH / H₂O / 2 h / 80 - 90 °C

4: 82 percent / 1 N NaOH / methanol / Ambient temperature

5: 100 percent / NaOH, hydrogen / 10percent Pd/C / H₂O / 2 h / Ambient temperature

6: Me₃SiI / CHCl₃ / 1 h / Heating

With sodium hydroxide; trimethylsilyl iodide; hydrogen; lead acetate; acetic acid; p-toluenesulfonyl chloride; palladium on activated charcoal; nickel; In pyridine; methanol; chloroform; water; acetic acid;

upstream raw materials:

N-methoxycarbonyl-4-cyano-D-2-aminobutyric acid methyl ester

(R)-5-Hydroxy-pyrrolidine-1,2-dicarboxylic acid dimethyl ester

N-methoxycarbonyl-D-glutamine methyl ester

5-benzyloxy-N_b-methoxycarbonyl-D-tryptophan methyl ester

Refernces