3-<2-(benzyloxycarbonyl)-2-<(tert-butoxycarbonyl)amino>ethenyl>-3'-iodo-4,4'-dimethoxybiphenyl

Base Information

• Chemical Name: 3-<2-(benzyloxycarbonyl)-2-<(tert-butoxycarbonyl)amino>ethenyl>-3'-iodo-4,4'-dimethoxybiphenyl
• CAS No.: 130247-10-8
• Molecular Formula: C₂₉H₃₀INO₆
• Molecular Weight: 615.465

Synonyms:3-<2-(benzyloxycarbonyl)-2-<(tert-butoxycarbonyl)amino>ethenyl>-3'-iodo-4,4'-dimethoxybiphenyl

Chemical Property of 3-<2-(benzyloxycarbonyl)-2-<(tert-butoxycarbonyl)amino>ethenyl>-3'-iodo-4,4'-dimethoxybiphenyl

Chemical Property:

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Technology Process of 3-<2-(benzyloxycarbonyl)-2-<(tert-butoxycarbonyl)amino>ethenyl>-3'-iodo-4,4'-dimethoxybiphenyl

There total 3 articles about 3-<2-(benzyloxycarbonyl)-2-<(tert-butoxycarbonyl)amino>ethenyl>-3'-iodo-4,4'-dimethoxybiphenyl 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: 42.0%

benzyl (2-t-butoxycarbonylamino)acrylate (94882-75-4) + 3,3'-diiodo-4,4'-dimethoxybiphenyl (130247-00-6) → 3-<2-(benzyloxycarbonyl)-2-<(tert-butoxycarbonyl)amino>ethenyl>-3'-iodo-4,4'-dimethoxybiphenyl (130247-10-8)

Guidance literature:

With palladium diacetate; tetrabutyl-ammonium chloride; sodium hydrogencarbonate; In N,N-dimethyl-formamide; at 85 ℃; for 16h;

Reference yield: 16.0%

benzyl (2-t-butoxycarbonylamino)acrylate (94882-75-4) + 3,3'-diiodo-4,4'-dimethoxybiphenyl (130247-00-6) → 3-<2-(benzyloxycarbonyl)-2-<(tert-butoxycarbonyl)amino>ethenyl>-3'-iodo-4,4'-dimethoxybiphenyl (130247-10-8) + 3,3'-bis<2-(benzyloxycarbonyl)-2-<(tert-butoxycarbonyl)amino>ethenyl>-4,4'-dimethoxybiphenyl (130247-15-3)

Guidance literature:

With tetrabutyl-ammonium chloride; sodium hydrogencarbonate; palladium diacetate; In N,N-dimethyl-formamide; at 85 ℃; for 16h;

DOI:10.1021/jo00003a065

Reference yield:

4,4'-Dimethoxybiphenyl (2132-80-1) → 3-<2-(benzyloxycarbonyl)-2-<(tert-butoxycarbonyl)amino>ethenyl>-3'-iodo-4,4'-dimethoxybiphenyl (130247-10-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 1) BuLi, 2) iodine / 1) diethyl ether, hexane, r.t., 15 h, 2) diethyl ether, -70 deg C to r.t.

2: 43 percent / Bu₄NCl, NaHCO₃ / Pd(OAc)2 / dimethylformamide / 16 h / 85 °C

With n-butyllithium; tetrabutyl-ammonium chloride; iodine; sodium hydrogencarbonate; palladium diacetate; In N,N-dimethyl-formamide;

DOI:10.1021/jo00003a065

upstream raw materials:

benzyl (2-t-butoxycarbonylamino)acrylate

3,3'-diiodo-4,4'-dimethoxybiphenyl

4,4'-Dimethoxybiphenyl

Downstream raw materials:

2-((S)-2-Benzyloxycarbonylamino-6-tert-butoxycarbonylamino-hexanoylamino)-3-[3'-(2-benzyloxycarbonyl-2-tert-butoxycarbonylamino-ethyl)-4,4'-dimethoxy-biphenyl-3-yl]-propionic acid methyl ester

2-tert-Butoxycarbonylamino-3-{4,4'-dimethoxy-3'-[2-methoxycarbonyl-2-(2-trimethylsilanyl-ethoxycarbonylamino)-ethyl]-biphenyl-3-yl}-propionic acid benzyl ester

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