N-{2-[2-allyloxycarbonyl-2-(9H-fluoren-9-ylmethoxycarbonylamino)-ethylselanyl]-phenyl}-succinamic acid

Base Information

• Chemical Name: N-{2-[2-allyloxycarbonyl-2-(9H-fluoren-9-ylmethoxycarbonylamino)-ethylselanyl]-phenyl}-succinamic acid
• CAS No.: 400886-05-7
• Molecular Formula: C₃₁H₃₀N₂O₇Se
• Molecular Weight: 621.548

Synonyms:N-{2-[2-allyloxycarbonyl-2-(9H-fluoren-9-ylmethoxycarbonylamino)-ethylselanyl]-phenyl}-succinamic acid

Chemical Property of N-{2-[2-allyloxycarbonyl-2-(9H-fluoren-9-ylmethoxycarbonylamino)-ethylselanyl]-phenyl}-succinamic acid

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Technology Process of N-{2-[2-allyloxycarbonyl-2-(9H-fluoren-9-ylmethoxycarbonylamino)-ethylselanyl]-phenyl}-succinamic acid

There total 4 articles about N-{2-[2-allyloxycarbonyl-2-(9H-fluoren-9-ylmethoxycarbonylamino)-ethylselanyl]-phenyl}-succinamic 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: 81.0%

succinic acid anhydride (108-30-5) + 3-(2-amino-phenylselanyl)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-propionic acid allyl ester (400886-04-6) → N-{2-[2-allyloxycarbonyl-2-(9H-fluoren-9-ylmethoxycarbonylamino)-ethylselanyl]-phenyl}-succinamic acid (400886-05-7)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 3h;

DOI:10.1016/S0040-4039(01)01790-7

Reference yield:

ortho-nitrophenyl selenocyanate (51694-22-5) → N-{2-[2-allyloxycarbonyl-2-(9H-fluoren-9-ylmethoxycarbonylamino)-ethylselanyl]-phenyl}-succinamic acid (400886-05-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 83 percent / Bu₃P / pyridine / 2 h / 20 °C

2: 82 percent / Zn; AcOH / tetrahydrofuran / 2 h / 20 °C

3: 81 percent / DIEA / CH₂Cl₂ / 3 h / 20 °C

With tributylphosphine; acetic acid; N-ethyl-N,N-diisopropylamine; zinc; In tetrahydrofuran; pyridine; dichloromethane;

DOI:10.1016/S0040-4039(01)01790-7

Reference yield:

N-(9-fluorenylmethoxycarbonyl)-L-serine allyl ester (136497-85-3) → N-{2-[2-allyloxycarbonyl-2-(9H-fluoren-9-ylmethoxycarbonylamino)-ethylselanyl]-phenyl}-succinamic acid (400886-05-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 83 percent / Bu₃P / pyridine / 2 h / 20 °C

2: 82 percent / Zn; AcOH / tetrahydrofuran / 2 h / 20 °C

3: 81 percent / DIEA / CH₂Cl₂ / 3 h / 20 °C

With tributylphosphine; acetic acid; N-ethyl-N,N-diisopropylamine; zinc; In tetrahydrofuran; pyridine; dichloromethane;

DOI:10.1016/S0040-4039(01)01790-7

upstream raw materials:

succinic acid anhydride

3-(2-amino-phenylselanyl)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-propionic acid allyl ester

ortho-nitrophenyl selenocyanate

N-(9-fluorenylmethoxycarbonyl)-L-serine allyl ester

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