(4S)-4-amino-5-[[(2S)-4-amino-2-(3-hydroxydodecanoylamino)-4-oxobutanoyl]-(4-methyl-1-oxopentan-2-yl)amino]-5-oxopentanoic acid

Base Information

• Chemical Name: (4S)-4-amino-5-[[(2S)-4-amino-2-(3-hydroxydodecanoylamino)-4-oxobutanoyl]-(4-methyl-1-oxopentan-2-yl)amino]-5-oxopentanoic acid
• CAS No.: 125882-62-4
• Molecular Formula: C₂₇H₄₉N₅O₇
• Molecular Weight: 555.715
• DSSTox Substance ID: DTXSID20925307
• Mol file: 125882-62-4.mol

Synonyms:125882-62-4;1656B;BRN 4832018;(4S)-4-amino-5-[[(2S)-4-amino-2-(3-hydroxydodecanoylamino)-4-oxobutanoyl]-(4-methyl-1-oxopentan-2-yl)amino]-5-oxopentanoic acid;L-Glutamamide, N(sup 2)-(3-hydroxy-1-oxododecyl)-L-asparaginyl-N(sup 1)-(1-formyl-3-methylbutyl)-;DTXSID20925307;GURSMJKVYGQDIS-UJKMTWAASA-N;C27H49N5O7;C27-H49-N5-O7;N-{2-[(1,3-Dihydroxydodecylidene)amino]-4-hydroxy-4-iminobutanoyl}-N-(4-methyl-1-oxopentan-2-yl)-alpha-glutamine

Chemical Property of (4S)-4-amino-5-[[(2S)-4-amino-2-(3-hydroxydodecanoylamino)-4-oxobutanoyl]-(4-methyl-1-oxopentan-2-yl)amino]-5-oxopentanoic acid

Chemical Property:

• Vapor Pressure: 1.12E-30mmHg at 25°C
• Boiling Point: 813.9°C at 760 mmHg
• PKA: 13.39±0.46(Predicted)
• Flash Point: 446°C
• PSA: 214.67000
• Density: 1.165g/cm³
• LogP: 4.08950
• XLogP3: -0.5
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 22
• Exact Mass: 556.34721450
• Heavy Atom Count: 39
• Complexity: 805

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCCC(CC(=O)NC(CC(=O)N)C(=O)N(C(CC(C)C)C=O)C(=O)C(CCC(=O)O)N)O
• Isomeric SMILES: CCCCCCCCCC(CC(=O)N[C@@H](CC(=O)N)C(=O)N(C(CC(C)C)C=O)C(=O)[C@H](CCC(=O)O)N)O

Technology Process of (4S)-4-amino-5-[[(2S)-4-amino-2-(3-hydroxydodecanoylamino)-4-oxobutanoyl]-(4-methyl-1-oxopentan-2-yl)amino]-5-oxopentanoic acid

There total 30 articles about (4S)-4-amino-5-[[(2S)-4-amino-2-(3-hydroxydodecanoylamino)-4-oxobutanoyl]-(4-methyl-1-oxopentan-2-yl)amino]-5-oxopentanoic 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: 95.0%

(S)-2-((S)-4-amino-2-((R)-3-hydroxydodecanamido)-4-oxobutanamido)-N1-((S)-1,1-diethoxy-4-methylpentan-2-yl)pentanediamide → fellutamide B (125882-62-4)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; water; at 20 ℃; for 2h; Inert atmosphere;

DOI:10.1016/j.tetlet.2015.04.037

Reference yield: 94.0%

C65H77N5O7 → fellutamide B (125882-62-4)

Guidance literature:

With trifluoroacetic acid; at 20 ℃; for 0.5h;

DOI:10.1039/c6ob01233g

Reference yield: 55.0%

Fmoc-Leu-OH (35661-60-0) + (3R)-(-)-3-Hydroxydodecanoic acid (28254-78-6,53941-38-1) + L-Asn(Trt) (132388-59-1) + Fmoc-L-Gln(Trt)-OH (132327-80-1,200623-62-7) → fellutamide B (125882-62-4)

Guidance literature:

Fmoc-Leu-OH; With N-ethyl-N,N-diisopropylamine; HATU; In N,N-dimethyl-formamide; at 20 ℃; for 6h; Weinreb amide resin

With piperidine; In N,N-dimethyl-formamide; for 0.05h; Weinreb amide resin

(3R)-(-)-3-Hydroxydodecanoic acid; L-Asn(Trt); Fmoc-L-Gln(Trt)-OH; Further stages;

DOI:10.3390/md11072382

upstream raw materials:

(3R)-(-)-3-Hydroxydodecanoic acid

L-Asn(Trt)

Fmoc-L-Gln(Trt)-OH

Fmoc-Leu-OH

Downstream raw materials:

C₁₄H₁₇N₅O₉

L-FDAA-L-Leu

(3R)-(-)-3-Hydroxydodecanoic acid