(2S,2’’’S)-2-(benzyloxcarbonylamino)-3-(4’,4’’-bis-methoxy-3’’-[tert-butyloxycarbonylamino-2’’’-methoxycarbonylethyl]-biphenyl-3’-yl)-propionic acid

Base Information

Chemical Name:(2S,2’’’S)-2-(benzyloxcarbonylamino)-3-(4’,4’’-bis-methoxy-3’’-[tert-butyloxycarbonylamino-2’’’-methoxycarbonylethyl]-biphenyl-3’-yl)-propionic acid
CAS No.:1095089-39-6
Molecular Formula:C₃₄H₄₀N₂O₁₀
Molecular Weight:636.699
Hs Code.:

Synonyms:(2S,2’’’S)-2-(benzyloxcarbonylamino)-3-(4’,4’’-bis-methoxy-3’’-[tert-butyloxycarbonylamino-2’’’-methoxycarbonylethyl]-biphenyl-3’-yl)-propionic acid

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Chemical Property of (2S,2’’’S)-2-(benzyloxcarbonylamino)-3-(4’,4’’-bis-methoxy-3’’-[tert-butyloxycarbonylamino-2’’’-methoxycarbonylethyl]-biphenyl-3’-yl)-propionic acid

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Technology Process of (2S,2’’’S)-2-(benzyloxcarbonylamino)-3-(4’,4’’-bis-methoxy-3’’-[tert-butyloxycarbonylamino-2’’’-methoxycarbonylethyl]-biphenyl-3’-yl)-propionic acid

There total 6 articles about (2S,2’’’S)-2-(benzyloxcarbonylamino)-3-(4’,4’’-bis-methoxy-3’’-[tert-butyloxycarbonylamino-2’’’-methoxycarbonylethyl]-biphenyl-3’-yl)-propionic 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: 74.0%

: 1095089-37-4
(S)-2-(benzyloxycarbonylamino)-3-(5-iodo-2-methoxyphenyl)-propionic acid

: 1095089-35-2
(S)-2-tert-butyloxycarbonylamino-3-[2’-methoxy-5’-(4’’,4’’,5’’,5’’-tetramethyl 1’’,3’’,2’’-dioxaborolane-2’’-yl)phenyl]-propionic acid methylester

: 1095089-39-6
(2S,2’’’S)-2-(benzyloxcarbonylamino)-3-(4’,4’’-bis-methoxy-3’’-[tert-butyloxycarbonylamino-2’’’-methoxycarbonylethyl]-biphenyl-3’-yl)-propionic acid

Guidance literature:: With palladium diacetate; caesium carbonate; tris-(o-tolyl)phosphine; In 1,4-dioxane; water; at 80 ℃; for 16h; Inert atmosphere;
DOI:10.1039/b811583d

Reference yield:

: 501-53-1,94274-21-2
benzyl chloroformate

: 1095089-39-6
(2S,2’’’S)-2-(benzyloxcarbonylamino)-3-(4’,4’’-bis-methoxy-3’’-[tert-butyloxycarbonylamino-2’’’-methoxycarbonylethyl]-biphenyl-3’-yl)-propionic acid

Guidance literature:: Multi-step reaction with 2 steps

1: sodium hydrogencarbonate / 1,4-dioxane; water / 16.17 h / 0 - 20 °C / Inert atmosphere

2: caesium carbonate; palladium diacetate; tris-(o-tolyl)phosphine / 1,4-dioxane; water / 8 h / 80 °C / Inert atmosphere

With palladium diacetate; sodium hydrogencarbonate; caesium carbonate; tris-(o-tolyl)phosphine; In 1,4-dioxane; water; 2: |Suzuki Coupling;
DOI:10.1002/asia.201000908

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: 1095089-39-6
(2S,2’’’S)-2-(benzyloxcarbonylamino)-3-(4’,4’’-bis-methoxy-3’’-[tert-butyloxycarbonylamino-2’’’-methoxycarbonylethyl]-biphenyl-3’-yl)-propionic acid

Guidance literature:: Multi-step reaction with 4 steps

1: sodium hydroxide / 1,4-dioxane; water / 16.17 h / 0 - 20 °C / Inert atmosphere

2: potassium carbonate / acetone / 20 h / Inert atmosphere; Reflux

3: potassium acetate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / dimethyl sulfoxide / 4 h / 80 °C / Inert atmosphere

4: caesium carbonate; palladium diacetate; tris-(o-tolyl)phosphine / 1,4-dioxane; water / 8 h / 80 °C / Inert atmosphere

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; palladium diacetate; potassium carbonate; caesium carbonate; tris-(o-tolyl)phosphine; sodium hydroxide; In 1,4-dioxane; water; dimethyl sulfoxide; acetone; 4: |Suzuki Coupling;
DOI:10.1002/asia.201000908