7-Benzyloxy-DL-tryptophan

Base Information

• Chemical Name: 7-Benzyloxy-DL-tryptophan
• CAS No.: 66866-40-8
• Molecular Formula: C18H18N2O3
• Molecular Weight: 310.34712
• Hs Code.: 2933990090
• NSC Number: 92542
• DSSTox Substance ID: DTXSID80370758
• Mol file: 66866-40-8.mol

Synonyms:66866-40-8;7-BENZYLOXY-DL-TRYPTOPHAN;7-BENZYLOXY-D,L-TRYPTOPHAN;7-(Benzyloxy)-DL-tryptophan;2-amino-3-(7-phenylmethoxy-1H-indol-3-yl)propanoic Acid;2-Amino-3-(7-(benzyloxy)-1H-indol-3-yl)propanoic acid;DL-2-Amino-3-(7-benzyloxy-3-indolyl)propionic acid;2-amino-3-[7-(benzyloxy)-1H-indol-3-yl]propanoic acid;7-(Phenylmethoxy)tryptophan;SCHEMBL837541;DTXSID80370758;NSC92542;MFCD00037969;NSC-92542;CS-0359038;FT-0621358;7-BenZyloxy-DL-tryptophan (O-BZl-DL-Trp-OH);B-2207;2-Amino-3-(7-(benzyloxy)-1H-indol-3-yl)propanoicacid

Chemical Property of 7-Benzyloxy-DL-tryptophan

Chemical Property:

• Appearance/Colour: gray solid
• Vapor Pressure: 1.56E-13mmHg at 25°C
• Melting Point: 234.5-236 °C
• Refractive Index: 1.682
• Boiling Point: 563.4 °C at 760 mmHg
• PKA: 2.22±0.10(Predicted)
• Flash Point: 294.6 °C
• PSA: 88.34000
• Density: 1.323 g/cm³
• LogP: 3.40160
• Storage Temp.: −20°C
• Solubility.: Aqueous Base, DMSO (Sapringly)
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 310.13174244
• Heavy Atom Count: 23
• Complexity: 398

Purity/Quality:

99% ^*data from raw suppliers

7-Benzyloxy-D,L-tryptophan ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COC2=CC=CC3=C2NC=C3CC(C(=O)O)N

Technology Process of 7-Benzyloxy-DL-tryptophan

There total 3 articles about 7-Benzyloxy-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: 5.0%

N-acetyl-DL-tryptophan (1218-34-4,87-32-1) → (+/-)-7-benzyloxytryptophan (66866-40-8)

Guidance literature:

With sodium hydroxide; for 17h; Heating / reflux;

Reference yield:

7-benzyloxyindole (20289-27-4) → (+/-)-7-benzyloxytryptophan (66866-40-8)

Guidance literature:

Multi-step reaction with 2 steps

1: acetic acid; dioxane

2: NaOH; toluene / Erwaermen des Reaktionsprodukts mit wss. NaOH und anschliessend mit wss. HCl

With 1,4-dioxane; sodium hydroxide; acetic acid; toluene;

DOI:10.1021/ja01651a001

Reference yield:

diethyl 2-formylaminomalonate (6326-44-9) + 7-benzyloxygramine (94067-27-3) → (+/-)-7-benzyloxytryptophan (66866-40-8)

Guidance literature:

With sodium hydroxide; toluene; Erwaermen des Reaktionsprodukts mit wss. NaOH und anschliessend mit wss. HCl;

DOI:10.1021/ja01651a001

upstream raw materials:

diethyl 2-formylaminomalonate

7-benzyloxygramine

7-benzyloxyindole

N-acetyl-DL-tryptophan

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