(R)-4-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-6-methylheptanoic acid

Base Information

• Chemical Name: (R)-4-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-6-methylheptanoic acid
• CAS No.: 269078-75-3
• Molecular Formula: C23H27 N O4
• Molecular Weight: 381.472
• Hs Code.: 29225090
• DSSTox Substance ID: DTXSID401151806
• Mol file: 269078-75-3.mol

Synonyms:269078-75-3;(R)-4-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-6-methylheptanoic acid;(R)-Fmoc-4-amino-6-methyl-heptanoic acid;(4R)-4-(9H-fluoren-9-ylmethoxycarbonylamino)-6-methylheptanoic acid;(4R)-4-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)-6-methylheptanoic acid;Fmoc-gamma-L-leucine;DTXSID401151806;MFCD02094561;AKOS022172980;AC-25322;AS-73015;D86523;(4R)-4-[[(9H-Fluoren-9-ylmethoxy)carbonyl]amino]-6-methylheptanoic acid;(R)-4-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-6-methylheptanoicacid

Chemical Property of (R)-4-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-6-methylheptanoic acid

Chemical Property:

• Boiling Point: 588.8±33.0 °C(Predicted)
• PKA: 4.62±0.10(Predicted)
• PSA: 75.63000
• Density: 1.171±0.06 g/cm3(Predicted)
• LogP: 5.19550
• Storage Temp.: Store at -15°C
• XLogP3: 4.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 9
• Exact Mass: 381.19400834
• Heavy Atom Count: 28
• Complexity: 513

Purity/Quality:

98%Min ^*data from raw suppliers

(R)-Fmoc-4-amino-6-methyl-heptanoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of (R)-4-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-6-methylheptanoic acid

There total 3 articles about (R)-4-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-6-methylheptanoic acid 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:

(4R)-4-amino-6-methylheptanoic acid (22818-46-8) + N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide (82911-69-1) → (R)-4-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-6-methylheptanoic acid (269078-75-3)

Guidance literature:

With sodium carbonate; In tetrahydrofuran; water; at 0 - 20 ℃; pH=Ca. 10;

DOI:10.1002/cmdc.201700370

Reference yield:

(R)-4-([(tert-butoxy)carbonyl]amino)-6-methylheptanoic acid (146453-32-9) → (R)-4-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-6-methylheptanoic acid (269078-75-3)

Guidance literature:

Multi-step reaction with 2 steps

1: trifluoroacetic acid / dichloromethane / 0.5 h / 0 °C

2: sodium carbonate / tetrahydrofuran; water / 0 - 20 °C / pH Ca_. 10

With sodium carbonate; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; water;

DOI:10.1002/cmdc.201700370

Reference yield:

C13H23NO4 → (R)-4-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-6-methylheptanoic acid (269078-75-3)

Guidance literature:

Multi-step reaction with 3 steps

1: palladium on carbon; hydrogen / ethanol / 2 h / Inert atmosphere

2: trifluoroacetic acid / dichloromethane / 0.5 h / 0 °C

3: sodium carbonate / tetrahydrofuran; water / 0 - 20 °C / pH Ca_. 10

With palladium on carbon; hydrogen; sodium carbonate; trifluoroacetic acid; In tetrahydrofuran; ethanol; dichloromethane; water;

DOI:10.1002/cmdc.201700370

upstream raw materials:

(4R)-4-amino-6-methylheptanoic acid

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

(R)-4-([(tert-butoxy)carbonyl]amino)-6-methylheptanoic acid

Downstream raw materials:

[(R)-4-amino-6-methyl]heptanoyl-[(R)-4-amino-6-methyl]heptanoyl-(R)-Lys-(R)-Leu-(R)-Val-(R)-Phe-(R)-Phe