FMOC-L-7-AZATRP

Base Information

• Chemical Name: FMOC-L-7-AZATRP
• CAS No.: 737007-45-3
• Molecular Formula: C₂₅H₂₁N₃O₄
• Molecular Weight: 427.459
• Mol file: 737007-45-3.mol

Synonyms:FMOC-L-7-AZATRP;FMOC-L-7-AZATRYPTOPHAN;(S)-2-((((9H-fluoren-9-yl)Methoxy)carbonyl)aMino)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)propanoic acid;(alphaS)-alpha-[[(9H-fluoren-9-ylmethoxy)carbonyl]amino]-1H-Pyrrolo[2,3-b]pyridine-3-propanoic acid;N-[(9H-Fluoren-9-ylMethoxy)carbonyl]-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-L-alanine;(S)-2-(FMOC-AMINO)-3-(1H-PYRROLO[2,3-B]PYRIDIN-3-YL)PROPANOIC ACID

Chemical Property of FMOC-L-7-AZATRP

Chemical Property:

• PKA: 3.50±0.10(Predicted)
• PSA: 104.31000
• Density: 1.382
• LogP: 4.48820
• Storage Temp.: 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)propanoicacid 97+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of FMOC-L-7-AZATRP

There total 4 articles about FMOC-L-7-AZATRP 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: 70.0%

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide (82911-69-1) + (S)-7-aza tryptophan → Fmoc-7-aza-L-tryptophan (1219143-85-7,737007-45-3)

Guidance literature:

With sodium carbonate; In water; acetone; at 10 - 20 ℃; for 2h;

DOI:10.1002/ejoc.202100485

Reference yield:

7-azatryptophan (7303-50-6,1137-00-4) + N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide (82911-69-1) → C25H21N3O4 (737007-45-3)

Guidance literature:

With triethylamine; In water; acetonitrile; at 20 ℃; for 0.5h;

Reference yield:

7-azagramine (5654-92-2) → C25H21N3O4 (737007-45-3)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium hydroxide / 5,5-dimethyl-1,3-cyclohexadiene / 15 h / Reflux; Inert atmosphere

2: hydrogenchloride / water / 15 h / Reflux

3: triethylamine / water; acetonitrile / 0.5 h / 20 °C

With hydrogenchloride; triethylamine; sodium hydroxide; In 5,5-dimethyl-1,3-cyclohexadiene; water; acetonitrile;

upstream raw materials:

7-azagramine

diethyl 2-((1H-pyrrolo[2,3-b]pyridin-3-yl)methyl)-2-acetamidomalonate

7-azatryptophan

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide