2-[[2-[[2-[[2-[2-[[2-amino-3-(1H-indol-3-yl)propanoyl]amino]propanoylamino]-3-methylbutanoyl]amino]acetyl]amino]-3-(1H-imidazol-5-yl)propanoyl]amino]-N-(1-amino-4-methylsulfanyl-1-oxobutan-2-yl)-4-methylpentanamide

Base Information

• Chemical Name: 2-[[2-[[2-[[2-[2-[[2-amino-3-(1H-indol-3-yl)propanoyl]amino]propanoylamino]-3-methylbutanoyl]amino]acetyl]amino]-3-(1H-imidazol-5-yl)propanoyl]amino]-N-(1-amino-4-methylsulfanyl-1-oxobutan-2-yl)-4-methylpentanamide
• CAS No.: 55749-98-9
• Molecular Formula: C₃₈H₅₇N₁₁O₇S
• Molecular Weight: 812.006
• DSSTox Substance ID: DTXSID80971123
• Mol file: 55749-98-9.mol

Synonyms:gastrin releasing peptide (21-27);GRP (21-27);Trp-Ala-Val-Gly-His-Leu-Met-NH2

Chemical Property of 2-[[2-[[2-[[2-[2-[[2-amino-3-(1H-indol-3-yl)propanoyl]amino]propanoylamino]-3-methylbutanoyl]amino]acetyl]amino]-3-(1H-imidazol-5-yl)propanoyl]amino]-N-(1-amino-4-methylsulfanyl-1-oxobutan-2-yl)-4-methylpentanamide

Chemical Property:

• PSA: 313.48000
• LogP: 3.25010
• Storage Temp.: −20°C
• XLogP3: 1
• Hydrogen Bond Donor Count: 10
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 23
• Exact Mass: 811.41631437
• Heavy Atom Count: 57
• Complexity: 1390

Purity/Quality:

99% ^*data from raw suppliers

Bombesin (8-14) acetate salt H-Trp-Ala-Val-Gly-His-Leu-Met-NH2 acetate salt ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C)CC(C(=O)NC(CCSC)C(=O)N)NC(=O)C(CC1=CN=CN1)NC(=O)CNC(=O)C(C(C)C)NC(=O)C(C)NC(=O)C(CC2=CNC3=CC=CC=C32)N

Technology Process of 2-[[2-[[2-[[2-[2-[[2-amino-3-(1H-indol-3-yl)propanoyl]amino]propanoylamino]-3-methylbutanoyl]amino]acetyl]amino]-3-(1H-imidazol-5-yl)propanoyl]amino]-N-(1-amino-4-methylsulfanyl-1-oxobutan-2-yl)-4-methylpentanamide

There total 6 articles about 2-[[2-[[2-[[2-[2-[[2-amino-3-(1H-indol-3-yl)propanoyl]amino]propanoylamino]-3-methylbutanoyl]amino]acetyl]amino]-3-(1H-imidazol-5-yl)propanoyl]amino]-N-(1-amino-4-methylsulfanyl-1-oxobutan-2-yl)-4-methylpentanamide 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: 58.0%

Boc-Trp-Ala-Val-Gly-His-Leu-Met-NH2 (35240-55-2) → TrpAlaValGlyHisLeuMetNH2 (55749-98-9)

Guidance literature:

With hydrogenchloride; In acetic acid;

DOI:10.1007/BF00597661

Reference yield:

L-alanyl-L-valine (1472-66-8,1999-46-8,3303-45-5,3303-46-6,61427-69-8,99146-59-5) → TrpAlaValGlyHisLeuMetNH2 (55749-98-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) 1 N NaOH, dioxane, 2.) ether

3: 58 percent / 2 N hydrogen chloride / acetic acid

With hydrogenchloride; In acetic acid;

DOI:10.1007/BF00597661

Reference yield:

(S)-2-{(S)-2-[(S)-2-tert-Butoxycarbonylamino-3-(1H-indol-3-yl)-propionylamino]-propionylamino}-3-methyl-butyric acid; compound with dicyclohexyl-amine (127292-64-2) → TrpAlaValGlyHisLeuMetNH2 (55749-98-9)

Guidance literature:

Multi-step reaction with 2 steps

2: 58 percent / 2 N hydrogen chloride / acetic acid

With hydrogenchloride; In acetic acid;

DOI:10.1007/BF00597661

upstream raw materials:

Boc-Trp-Ala-Val-Gly-His-Leu-Met-NH₂

L-alanyl-L-valine

(S)-2-{(S)-2-[(S)-2-tert-Butoxycarbonylamino-3-(1H-indol-3-yl)-propionylamino]-propionylamino}-3-methyl-butyric acid; compound with dicyclohexyl-amine

2-tert-Butoxycarbonylamino-3-(1H-indol-3-yl)-propionic acid 4-nitro-phenyl ester