2-(9H-fluoren-9-ylmethoxycarbonylamino)-6-[2-(4-trifluoromethyl-benzenesulfonyl)-ethoxycarbonylamino]-hexanoic acid

Base Information

• Chemical Name: 2-(9H-fluoren-9-ylmethoxycarbonylamino)-6-[2-(4-trifluoromethyl-benzenesulfonyl)-ethoxycarbonylamino]-hexanoic acid
• CAS No.: 849752-43-8
• Molecular Formula: C₃₁H₃₁F₃N₂O₈S
• Molecular Weight: 648.657

Synonyms:2-(9H-fluoren-9-ylmethoxycarbonylamino)-6-[2-(4-trifluoromethyl-benzenesulfonyl)-ethoxycarbonylamino]-hexanoic acid

Chemical Property of 2-(9H-fluoren-9-ylmethoxycarbonylamino)-6-[2-(4-trifluoromethyl-benzenesulfonyl)-ethoxycarbonylamino]-hexanoic acid

Chemical Property:

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Technology Process of 2-(9H-fluoren-9-ylmethoxycarbonylamino)-6-[2-(4-trifluoromethyl-benzenesulfonyl)-ethoxycarbonylamino]-hexanoic acid

There total 5 articles about 2-(9H-fluoren-9-ylmethoxycarbonylamino)-6-[2-(4-trifluoromethyl-benzenesulfonyl)-ethoxycarbonylamino]-hexanoic 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: 38.0%

C10H8ClF3O4S + Fmoc-Lys-OH (105047-45-8) → 2-(9H-fluoren-9-ylmethoxycarbonylamino)-6-[2-(4-trifluoromethyl-benzenesulfonyl)-ethoxycarbonylamino]-hexanoic acid (849752-43-8)

Guidance literature:

With sodium hydrogencarbonate; In 1,4-dioxane; water; at 0 - 20 ℃;

DOI:10.1016/j.tet.2004.12.052

Reference yield:

2-(9H-fluoren-9-ylmethoxycarbonylamino)-6-[2-(4-trifluoromethyl-benzenesulfonyl)-ethoxycarbonylamino]-hexanoic acid methyl ester (849752-40-5) → 2-(9H-fluoren-9-ylmethoxycarbonylamino)-6-[2-(4-trifluoromethyl-benzenesulfonyl)-ethoxycarbonylamino]-hexanoic acid (849752-43-8)

Guidance literature:

Multi-step reaction with 2 steps

1: LiOH / tetrahydrofuran; H₂O / 0.08 h / 0 °C

2: 38 percent / NaHCO₃ / dioxane; H₂O / 0 - 20 °C

With lithium hydroxide; sodium hydrogencarbonate; In tetrahydrofuran; 1,4-dioxane; water;

DOI:10.1016/j.tet.2004.12.052

Reference yield:

Fmoc-Lys(tert-butoxycarbonyl) (71989-26-9) → 2-(9H-fluoren-9-ylmethoxycarbonylamino)-6-[2-(4-trifluoromethyl-benzenesulfonyl)-ethoxycarbonylamino]-hexanoic acid (849752-43-8)

Guidance literature:

Multi-step reaction with 5 steps

1: 74 percent / CH₂Cl₂ / 0 - 20 °C

2: 88 percent / trifluoroacetic acid / CH₂Cl₂ / 3 h / 20 °C

3: 69 percent / N,N-diisopropylethylamine / CH₂Cl₂ / 0 - 20 °C

4: LiOH / tetrahydrofuran; H₂O / 0.08 h / 0 °C

5: 38 percent / NaHCO₃ / dioxane; H₂O / 0 - 20 °C

With lithium hydroxide; sodium hydrogencarbonate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water;

DOI:10.1016/j.tet.2004.12.052

upstream raw materials:

Fmoc-Lys-OH

2-(9H-fluoren-9-ylmethoxycarbonylamino)-6-[2-(4-trifluoromethyl-benzenesulfonyl)-ethoxycarbonylamino]-hexanoic acid methyl ester

Fmoc-Lys(tert-butoxycarbonyl)

methyl N²-(((9H-fluoren-9-yl)methoxy)carbonyl)-N⁶-(tert-butoxycarbonyl)-L-lysinate

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