N'-[2'-(1,3-dioxolan-2-yl)[1,1'-biphenyl]-2-yl]-N-tert-butoxycarbonyl-(R)-phenylalanine amide

Base Information

Chemical Name:N'-[2'-(1,3-dioxolan-2-yl)[1,1'-biphenyl]-2-yl]-N-tert-butoxycarbonyl-(R)-phenylalanine amide
CAS No.:1260245-07-5
Molecular Formula:C₂₉H₃₂N₂O₅
Molecular Weight:488.583
Hs Code.:

Synonyms:N'-[2'-(1,3-dioxolan-2-yl)[1,1'-biphenyl]-2-yl]-N-tert-butoxycarbonyl-(R)-phenylalanine amide

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Chemical Property of N'-[2'-(1,3-dioxolan-2-yl)[1,1'-biphenyl]-2-yl]-N-tert-butoxycarbonyl-(R)-phenylalanine amide

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Technology Process of N'-[2'-(1,3-dioxolan-2-yl)[1,1'-biphenyl]-2-yl]-N-tert-butoxycarbonyl-(R)-phenylalanine amide

There total 5 articles about N'-[2'-(1,3-dioxolan-2-yl)[1,1'-biphenyl]-2-yl]-N-tert-butoxycarbonyl-(R)-phenylalanine amide 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: 97.0%

: 400746-87-4
2-[2-(1,3-dioxolan-2-yl)phenyl]aniline

: 18942-49-9
Boc-D-Phe-OH

: 1260245-07-5
N'-[2'-(1,3-dioxolan-2-yl)[1,1'-biphenyl]-2-yl]-N-tert-butoxycarbonyl-(R)-phenylalanine amide

Guidance literature:: With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 20 ℃; Inert atmosphere;
DOI:10.1055/s-0030-1258582

Reference yield:

: 1260244-94-7
2-[2-(1,3-dioxolan-2-yl)phenyl]nitrobenzene

: 1260245-07-5
N'-[2'-(1,3-dioxolan-2-yl)[1,1'-biphenyl]-2-yl]-N-tert-butoxycarbonyl-(R)-phenylalanine amide

Guidance literature:: Multi-step reaction with 2 steps

1: platinum(IV) oxide trihydrate; hydrogen / ethanol / 4 h / 20 °C / 760.05 Torr

2: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 20 °C / Inert atmosphere

With platinum(IV) oxide trihydrate; hydrogen; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In ethanol; dichloromethane;
DOI:10.1055/s-0030-1261235

Reference yield:

: 6630-33-7
ortho-bromobenzaldehyde

: 1260245-07-5
N'-[2'-(1,3-dioxolan-2-yl)[1,1'-biphenyl]-2-yl]-N-tert-butoxycarbonyl-(R)-phenylalanine amide

Guidance literature:: Multi-step reaction with 4 steps

1.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; bis(tri-n-butyltin) / toluene / 15 h / 110 °C / Inert atmosphere

1.2: 0.5 h / Inert atmosphere

1.3: 5 h / 65 °C / Inert atmosphere

2.1: toluene-4-sulfonic acid / benzene / 2.5 h / 80 °C / Inert atmosphere; Molecular sieve

3.1: platinum(IV) oxide trihydrate; hydrogen / ethanol / 4 h / 20 °C / 760.05 Torr

4.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 20 °C / Inert atmosphere

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; platinum(IV) oxide trihydrate; hydrogen; bis(tri-n-butyltin); toluene-4-sulfonic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In ethanol; dichloromethane; toluene; benzene;
DOI:10.1055/s-0030-1261235