BOC-TRP-NHME

Base Information

• Chemical Name: BOC-TRP-NHME
• CAS No.: 122900-21-4
• Molecular Formula: C17H23 N3 O3
• Molecular Weight: 317.388
• Mol file: 122900-21-4.mol

Synonyms:Carbamicacid, [1-(1H-indol-3-ylmethyl)-2-(methylamino)-2-oxoethyl]-, 1,1-dimethylethylester, (S)-

Chemical Property of BOC-TRP-NHME

Chemical Property:

• PSA: 83.22000
• LogP: 3.13150

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of BOC-TRP-NHME

There total 2 articles about BOC-TRP-NHME 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:

Boc-Trp-OH (13139-14-5) + methylamine (74-89-5) → Nα-Boc-L-tryptophan N-methylamide (122900-21-4)

Guidance literature:

With 1,1'-carbonyldiimidazole; Yield given. Multistep reaction; 1.) CH₂Cl₂, -10 deg C, 2.) 0 deg C;

DOI:10.1021/jm00163a044

Reference yield:

methylamine hydrochloride (593-51-1) + Boc-Trp-OH (13139-14-5) → Nα-Boc-L-tryptophan N-methylamide (122900-21-4)

Guidance literature:

With 1,1'-carbonyldiimidazole; Yield given. Multistep reaction; 1.) THF, RT, 2 h, 2.) THF, RT, 24 h;

DOI:10.1021/jm970494j

Reference yield:

Nα-Boc-L-tryptophan N-methylamide (122900-21-4) → galardin (142880-36-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 100 percent / 4 N HCl / dioxane; methanol / 4 h / Ambient temperature

2: 1.) CDI, 2.) Et₃N / 1.) THF, RT, 2 h, 2.) THF, RT

3: KOH, HONH₂*HCl / methanol / Ambient temperature

With hydrogenchloride; potassium hydroxide; hydroxylamine hydrochloride; triethylamine; 1,1'-carbonyldiimidazole; In 1,4-dioxane; methanol;

DOI:10.1021/jm970494j

upstream raw materials:

Boc-Trp-OH

methylamine

methylamine hydrochloride

Downstream raw materials:

(R)-N⁴-Benzyloxy-N¹-[(S)-2-(1H-indol-3-yl)-1-methylcarbamoyl-ethyl]-2-isobutyl-succinamide

galardin

Refernces

• 1、 Kortylewicz,Galardy. "Phosphoramidate peptide inhibitors of human skin fibroblast collagenase". . p. 263 - 273. Retrieved 2007/10/02.