Fmoc-Val-Ala-OH

Base Information

• Chemical Name: Fmoc-Val-Ala-OH
• CAS No.: 150114-97-9
• Molecular Formula: C23H26N2O5
• Molecular Weight: 410.47
• European Community (EC) Number: 893-327-0
• Mol file: 150114-97-9.mol

Synonyms:Fmoc-Val-Ala-OH;150114-97-9;(S)-2-((S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-methylbutanamido)propanoic acid;(2S)-2-[[(2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-methylbutanoyl]amino]propanoic acid;(((9H-Fluoren-9-yl)methoxy)carbonyl)-L-valyl-L-alanine;MFCD28387722;SCHEMBL8904188;WLZ3523;KQZMZNLKVKGMJS-XOBRGWDASA-N;C23H26N2O5;AKOS030525091;BP-24076;BS-15852;CS-0166851;C72855;EN300-1502453;(S)-2-((S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-methylbutanamido)propanoicacid;(S)-2-((S)-2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-methylbutanamido)propanoic acid;(2S)-2-[(2S)-2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)-3-methylbutanamido]propanoic acid;(2S)-2-[(2S)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-3-methylbutanamido]propanoic acid

Chemical Property of Fmoc-Val-Ala-OH

Chemical Property:

• XLogP3: 3.8
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 8
• Exact Mass: 410.18417193
• Heavy Atom Count: 30
• Complexity: 615

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C)C(C(=O)NC(C)C(=O)O)NC(=O)OCC1C2=CC=CC=C2C3=CC=CC=C13
• Isomeric SMILES: C[C@@H](C(=O)O)NC(=O)[C@H](C(C)C)NC(=O)OCC1C2=CC=CC=C2C3=CC=CC=C13

Technology Process of Fmoc-Val-Ala-OH

There total 2 articles about Fmoc-Val-Ala-OH 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:

Fmoc-Val-Ala-pGlu-Arg-Phe-Ala-NH2 → N-(9-fluorenylmethoxycarbonyl)-L-valyl-L-alanine (150114-97-9) + pGlu-Arg-Phe-Ala-NH2

Guidance literature:

With water; In aq. phosphate buffer; at 25 ℃; for 48h; pH=7.5;

DOI:10.1021/acs.orglett.6b00317

Reference yield:

Fmoc-Val-Ala-Glu-Arg-Phe-Ala-NH2 → N-(9-fluorenylmethoxycarbonyl)-L-valyl-L-alanine (150114-97-9) + pGlu-Arg-Phe-Ala-NH2

Guidance literature:

Multi-step reaction with 2 steps

1: bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; dmap / N,N-dimethyl-formamide / 24 h / 20 °C

2: water / aq. phosphate buffer / 48 h / 25 °C / pH 7.5

With dmap; water; N-ethyl-N,N-diisopropylamine; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate; In aq. phosphate buffer; N,N-dimethyl-formamide;

DOI:10.1021/acs.orglett.6b00317

Reference yield: 100.0%

N-(9-fluorenylmethoxycarbonyl)-L-valyl-L-alanine (150114-97-9) + 4-aminobenzenemethanol (623-04-1) → (9H-fluoren-9-yl)methyl ((S)-1-(((S)-1-((4-(hydroxymethyl)phenyl)amino)- 1-oxopropan-2-yl)amino)-3-methyl-1-oxobutan-2-yl)carbamate (1394238-91-5)

Guidance literature:

With N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline; In methanol; dichloromethane; at 20 ℃; for 26h;

Downstream raw materials:

H₂N-Val-Ala-PABC-DOXO

EMC-Val-Ala-PABC-DOXO

(9H-fluoren-9-yl)methyl ((S)-1-(((S)-1-((4-(hydroxymethyl)phenyl)amino)- 1-oxopropan-2-yl)amino)-3-methyl-1-oxobutan-2-yl)carbamate

9-fluorenylmethoxycarbonyl-Val-Ala-4-chloroanilide