(S)-2-(N-Fmoc-N-methyl-amino)-4-tritylsulfanyl-butyric acid

Base Information

• Chemical Name: (S)-2-(N-Fmoc-N-methyl-amino)-4-tritylsulfanyl-butyric acid
• CAS No.: 526210-71-9
• Molecular Formula: C39H35NO4S
• Molecular Weight: 613.76
• DSSTox Substance ID: DTXSID10478579
• Wikidata: Q82312059
• Mol file: 526210-71-9.mol

Synonyms:526210-71-9;(S)-2-(N-Fmoc-N-methyl-amino)-4-tritylsulfanyl-butyric acid;FMOC-MEHCYS(TRT)-OH;(2S)-2-[9H-fluoren-9-ylmethoxycarbonyl(methyl)amino]-4-tritylsulfanylbutanoic acid;(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)(methyl)amino)-4-(tritylthio)butanoic acid;SCHEMBL2814407;DTXSID10478579;MFCD07783919;AKOS027339774;F12111;N-{[(9H-Fluoren-9-yl)methoxy]carbonyl}-N-methyl(triphenyl)-L-methionine;(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)(methyl)amino)-4-(tritylthio)butanoicacid;N-alpha-(9-Fluorenylmethyloxycarbonyl)-N-alpha-methyl-S-trityl-L-homocysteine

Chemical Property of (S)-2-(N-Fmoc-N-methyl-amino)-4-tritylsulfanyl-butyric acid

Chemical Property:

• PSA: 92.14000
• LogP: 8.43590
• XLogP3: 8.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 12
• Exact Mass: 613.22867977
• Heavy Atom Count: 45
• Complexity: 887

Purity/Quality:

99% ^*data from raw suppliers

(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)(methyl)amino)-4-(tritylthio)butanoicacid 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C(CCSC(C1=CC=CC=C1)(C2=CC=CC=C2)C3=CC=CC=C3)C(=O)O)C(=O)OCC4C5=CC=CC=C5C6=CC=CC=C46
• Isomeric SMILES: CN([C@@H](CCSC(C1=CC=CC=C1)(C2=CC=CC=C2)C3=CC=CC=C3)C(=O)O)C(=O)OCC4C5=CC=CC=C5C6=CC=CC=C46

Technology Process of (S)-2-(N-Fmoc-N-methyl-amino)-4-tritylsulfanyl-butyric acid

There total 2 articles about (S)-2-(N-Fmoc-N-methyl-amino)-4-tritylsulfanyl-butyric 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:

N-methyl-S-trityl-L-homocysteine (526210-72-0) + N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide (82911-69-1) → N-(9-fluorenylmethoxycarbonyl)-N-methyl-S-trityl-L-homocysteine (526210-71-9)

Guidance literature:

With sodium carbonate; In tetrahydrofuran; water; ethyl acetate; acetone;

Reference yield:

→ N-(9H-Fluorene-9-ylmethyloxycarbonyl)-N-methyl-S-trityl-D-homocysteine (526210-78-6,526210-71-9)

Guidance literature:

Reference yield:

N-(9-fluorenylmethoxycarbonyl)-N-methyl-S-trityl-L-homocysteine (526210-71-9) + Fmoc-Tyr(tBu)-OH (71989-38-3,118488-18-9,204384-67-8) + Fmoc-Lys(tert-butoxycarbonyl) (71989-26-9) + 1-tert-butoxycarbonyl-N-[(9-fluorenyl)methoxycarbonyl]-D-tryptophan (163619-04-3) → L-phenylalanyl-N-methyl-S-trityl-L-homocysteinyl-O-tert-butyl-L-tyrosinyl-Nin-tert-butoxycarbonyl-D-tryptophanyl-N-ε-tert-butoxycarbonyl-L-lysinyl-O-tert-butyl-L-threonine

Guidance literature:

Multistep reaction;

DOI:10.1021/jm061290i

upstream raw materials:

N-methyl-S-trityl-L-homocysteine

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

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