dimethyl 3,3′-(6,6′-dihydroxybiphenyl-3,3′-diyl)bis[2-(benzyloxycarbonylamino)propanoate]

Base Information

• Chemical Name: dimethyl 3,3′-(6,6′-dihydroxybiphenyl-3,3′-diyl)bis[2-(benzyloxycarbonylamino)propanoate]
• CAS No.: 132149-66-7
• Molecular Formula: C₃₆H₃₆N₂O₁₀
• Molecular Weight: 656.689

Synonyms:dimethyl 3,3′-(6,6′-dihydroxybiphenyl-3,3′-diyl)bis[2-(benzyloxycarbonylamino)propanoate]

Chemical Property of dimethyl 3,3′-(6,6′-dihydroxybiphenyl-3,3′-diyl)bis[2-(benzyloxycarbonylamino)propanoate]

Chemical Property:

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Technology Process of dimethyl 3,3′-(6,6′-dihydroxybiphenyl-3,3′-diyl)bis[2-(benzyloxycarbonylamino)propanoate]

There total 2 articles about dimethyl 3,3′-(6,6′-dihydroxybiphenyl-3,3′-diyl)bis[2-(benzyloxycarbonylamino)propanoate] 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: 60.0%

N-(benzyloxycarbonyl)-L-tyrosine methyl ester (13512-31-7) → dimethyl 3,3′-(6,6′-dihydroxybiphenyl-3,3′-diyl)bis[2-(benzyloxycarbonylamino)propanoate] (132149-66-7)

Guidance literature:

With vanadium(V) oxytrifluoride; trifluoroacetic acid; thallium(III) trifluoroacetate; In dichloromethane; ethyl acetate; at -20 ℃; for 0.75h; regioselective reaction; Inert atmosphere;

DOI:10.1039/c2ob25874a

Reference yield: 22.0%

N-(benzyloxycarbonyl)-L-tyrosine methyl ester (13512-31-7) → dimethyl 3,3′-(6,6′-dihydroxybiphenyl-3,3′-diyl)bis[2-(benzyloxycarbonylamino)propanoate] (132149-66-7) + Z-Isodityr-OMe (329065-40-9)

Guidance literature:

With bis-[(trifluoroacetoxy)iodo]benzene; In dichloromethane; water; for 1.5h;

DOI:10.1016/S0040-4020(00)00942-X

Reference yield: 98.0%

dimethyl 3,3′-(6,6′-dihydroxybiphenyl-3,3′-diyl)bis[2-(benzyloxycarbonylamino)propanoate] (132149-66-7) → (2S,2′S)-dimethyl 3,3′-(5,5′-dibromo-6,6′-dihydroxybiphenyl-3,3′-diyl)bis(2-(benzyloxycarbonylamino)propanoate) (1394296-00-4)

Guidance literature:

With N-Bromosuccinimide; In acetonitrile; at 0 ℃; for 0.25h; Inert atmosphere;

DOI:10.1039/c2ob25874a

upstream raw materials:

N-(benzyloxycarbonyl)-L-tyrosine methyl ester

Downstream raw materials:

(2S,2′S)-3,3′-(4,8-dibromodibenzo[d,f][1,3]dioxepine-2,10-diyl)-bis(2-(benzyloxycarbonylamino)propanoic acid)

benzyl (2S,2′S)-3,3′-(4,8-dibromodibenzo[d,f][1,3]dioxepine-2,10-diyl)bis(1-(3-bromo-4-hydroxyphenethylamino)-1-oxopropane-3,2-diyl)dicarbamate

(2S,2′S)-3,3′-(4,8-dibromodibenzo[d,f][1,3]dioxepine-2,10-diyl)-bis(2-amino-N-(3-bromo-4-hydroxyphenethyl)propanamide)

bastadin-3

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