Fmoc-ss-dab(3-boc)-oh

Base Information

• Chemical Name: Fmoc-ss-dab(3-boc)-oh
• CAS No.: 131669-43-7
• Molecular Formula: C₂₄H₂₈N₂O₆
• Molecular Weight: 440.496
• DSSTox Substance ID: DTXSID301107325

Synonyms:Fmoc-ss-dab(3-boc)-oh;131669-43-7;(2S,3S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-((tert-butoxycarbonyl)amino)butanoic acid;(2S,3S)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-3-[(2-methylpropan-2-yl)oxycarbonylamino]butanoic acid;370865-67-1;SCHEMBL24899351;DTXSID301107325;MFCD22989431;(2S,3S)-Fmoc-Abu(3-Boc-Amino);AKOS030212540;CS-0105662;E70894;(2S,3S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-((tert-butoxycarbonyl)amino)butanoicacid;Butanoic acid, 3-[[(1,1-dimethylethoxy)carbonyl]amino]-2-[[(9H-fluoren-9-ylmethoxy)carbonyl]amino]-, [S-(R*,R*)]-

Chemical Property of Fmoc-ss-dab(3-boc)-oh

Chemical Property:

• XLogP3: 3.8
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 9
• Exact Mass: 440.19473662
• Heavy Atom Count: 32
• Complexity: 669

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of Fmoc-ss-dab(3-boc)-oh

There total 1 articles about Fmoc-ss-dab(3-boc)-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-Thr-OH (73731-37-0) → (2S,3S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-((tertbutoxycarbonyl)amino)butanoic acid (131669-43-7)

Guidance literature:

Multi-step reaction with 5 steps

1: 84 percent / N,N-bis(2-oxo-3-oxazolidinyl)phosphordiamidic chloride, EtN(i-Pr)2 / CH₂Cl₂ / 16 h / 0 deg C to r.t.

2: PPh₃, HN₃, diethyl azodicarboxylate / dimethylformamide; toluene / 6 h / Ambient temperature

3: 81 percent / 7N HCl / dioxane / 16 h / 80 °C

4: H₂ / Lindlar catalyst / methanol / 4 h / 3000.2 Torr / Ambient temperature

5: NaHCO₃ / dioxane; H₂O / 16 h / Ambient temperature

With hydrogenchloride; N,N-bis[2-oxo-3-oxazolidinyl]phosphorodiamidic chloride; tris-(2-chloro-ethyl)-amine; hydrogen; sodium hydrogencarbonate; N-ethyl-N,N-diisopropylamine; triphenylphosphine; diethylazodicarboxylate; Lindlar's catalyst; In 1,4-dioxane; methanol; dichloromethane; water; N,N-dimethyl-formamide; toluene;

DOI:10.1055/s-1992-26332

upstream raw materials:

Fmoc-Thr-OH

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