(2R,2'R)-3,3'-Disulfanediylbis(2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)propanoic acid)

Base Information

• Chemical Name: (2R,2'R)-3,3'-Disulfanediylbis(2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)propanoic acid)
• CAS No.: 135273-01-7
• Molecular Formula: C36H32 N2 O8 S2
• Molecular Weight: 684.791
• Hs Code.: 29309090
• DSSTox Substance ID: DTXSID10559736
• Wikidata: Q82442570
• Mol file: 135273-01-7.mol

Synonyms:135273-01-7;(2R,2'R)-3,3'-Disulfanediylbis(2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)propanoic acid);Fmoc-DL-Cystine;MFCD00237447;(2R)-3-[[(2R)-2-carboxy-2-(9H-fluoren-9-ylmethoxycarbonylamino)ethyl]disulfanyl]-2-(9H-fluoren-9-ylmethoxycarbonylamino)propanoic acid;(Fmoc-Cys-OH)2;(Fmoc-Cys-OH);125739-99-3;N,N'-Bis-Fmoc-L-cystine;C36H32N2O8S2;IRQYKZZFOSDZHP-ACHIHNKUSA-N;Nalpha,Nalpha-Bis-Fmoc-L-cystine (disulfide bond);Nalpha,Nalpha-Bis-Fmoc-L-cystine(Disulfide bond);N,N'-Bis(Fmoc)-L-cystine;SCHEMBL14432835;DTXSID10559736;(Fmoc-Cys-OH)2 (Disulfide bond);AKOS015909885;FD21229;AS-49005;CS-0149828;N,N'-Di-9-fluorenylmethoxycarbonyl-L-cystine;J-006674;L-Cystine,N,N'-bis[(9H-fluoren-9-ylmethoxy)carbonyl]-;N,N'-Bis{[(9H-fluoren-9-yl)methoxy]carbonyl}-L-cystine;(2R,2'R)-3,3'-disulfanediylbis(2-(((9H-fluoren-9-yl)methoxy)carbonylamino)propanoic acid)

Chemical Property of (2R,2'R)-3,3'-Disulfanediylbis(2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)propanoic acid)

Chemical Property:

• Boiling Point: 925.8±65.0 °C(Predicted)
• PKA: 3.06±0.10(Predicted)
• Flash Point: 513.7℃
• PSA: 201.86000
• Density: 1.412
• LogP: 7.13340
• Storage Temp.: Store at RT.
• XLogP3: 5.8
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 15
• Exact Mass: 684.16000833
• Heavy Atom Count: 48
• Complexity: 1010

Purity/Quality:

99% ^*data from raw suppliers

N-alpha,N-alpha-Bis-Fmoc-L-cystine ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(C3=CC=CC=C32)COC(=O)NC(CSSCC(C(=O)O)NC(=O)OCC4C5=CC=CC=C5C6=CC=CC=C46)C(=O)O
• Isomeric SMILES: C1=CC=C2C(=C1)C(C3=CC=CC=C32)COC(=O)N[C@@H](CSSC[C@@H](C(=O)O)NC(=O)OCC4C5=CC=CC=C5C6=CC=CC=C46)C(=O)O

Technology Process of (2R,2'R)-3,3'-Disulfanediylbis(2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)propanoic acid)

There total 1 articles about (2R,2'R)-3,3'-Disulfanediylbis(2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)propanoic 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: 26.0%

4-fluorophenyl 3-nitro-2-pyridinesulfenate + Nα-fluoren-9-ylmethoxycarbonyl-L-cysteine (135248-89-4) → N-(((9H-fluoren-9-yl)methoxy)carbonyl)-S-((3-nitropyridin-2-yl)thio)-L-cysteine (82176-99-6) + N,N'-bis[(9H-fluoren-9-ylmethoxy)carbonyl]-L-cystine (135273-01-7)

Guidance literature:

With formic acid; In water; at 0 ℃; for 0.5h;

DOI:10.1039/d0ob01370f

Reference yield:

N,N'-bis[(9H-fluoren-9-ylmethoxy)carbonyl]-L-cystine (135273-01-7) → N-(9-fluorenylmethoxycarbonyl)-S-trityl-L-cysteine (103213-32-7,167015-11-4)

Guidance literature:

Multi-step reaction with 2 steps

1: zinc; hydrogenchloride / water; ethyl acetate

2: dichloromethane / 0.5 h

With hydrogenchloride; zinc; In dichloromethane; water; ethyl acetate;

Reference yield:

N,N'-bis[(9H-fluoren-9-ylmethoxy)carbonyl]-L-cystine (135273-01-7) → 3-[(1,1-dimethylethyl)dithio]-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-alanine (73724-43-3)

Guidance literature:

Multi-step reaction with 2 steps

1: zinc; hydrogenchloride / water; ethyl acetate

2: 5,5'-dinitro-2,2'-disulfanediyl-bis-pyridine / dichloromethane / 2 h / Neutral conditions

With hydrogenchloride; 5,5'-dinitro-2,2'-disulfanediyl-bis-pyridine; zinc; In dichloromethane; water; ethyl acetate;

upstream raw materials:

N^α-fluoren-9-ylmethoxycarbonyl-L-cysteine

Downstream raw materials:

N^α-fluoren-9-ylmethoxycarbonyl-L-cysteine

Refernces