(S)-tert-butyl-1-amino-1-oxo-3-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)propan-2-yl carbamate

Base Information

Chemical Name:(S)-tert-butyl-1-amino-1-oxo-3-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)propan-2-yl carbamate
CAS No.:1579996-83-0
Molecular Formula:C₂₀H₃₁BN₂O₅
Molecular Weight:390.288
Hs Code.:

Synonyms:(S)-tert-butyl-1-amino-1-oxo-3-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)propan-2-yl carbamate

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Chemical Property of (S)-tert-butyl-1-amino-1-oxo-3-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)propan-2-yl carbamate

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Technology Process of (S)-tert-butyl-1-amino-1-oxo-3-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)propan-2-yl carbamate

There total 2 articles about (S)-tert-butyl-1-amino-1-oxo-3-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)propan-2-yl carbamate 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: 85.0%

: 73183-34-3
bis(pinacol)diborane

: 868694-44-4
[(1S)-1-carbamoyl-2-(4-iodophenyl)ethyl]carbamic acid tert-butyl ester

: 1579996-83-0
(S)-tert-butyl-1-amino-1-oxo-3-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)propan-2-yl carbamate

Guidance literature:: With dichloro[1,1'-bis(di-t-butylphosphino)ferrocene]palladium(II); potassium acetate; In water; acetonitrile; for 11h; Inert atmosphere; Reflux;
DOI:10.1021/jm401705g

Reference yield:

: 103882-09-3,62129-44-6
N-Boc-4-I-Phe-OH

: 1579996-83-0
(S)-tert-butyl-1-amino-1-oxo-3-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)propan-2-yl carbamate

Guidance literature:: Multi-step reaction with 2 steps

1.1: N-ethylmorpholine;; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate / N,N-dimethyl-formamide / 0.5 h / 20 °C

1.2: 0 - 20 °C

2.1: potassium acetate; dichloro[1,1'-bis(di-t-butylphosphino)ferrocene]palladium(II) / water; acetonitrile / 11 h / Inert atmosphere; Reflux

With N-ethylmorpholine;; dichloro[1,1'-bis(di-t-butylphosphino)ferrocene]palladium(II); potassium acetate; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; In water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jm401705g

Reference yield:

: 1579996-83-0
(S)-tert-butyl-1-amino-1-oxo-3-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)propan-2-yl carbamate

: 1579996-86-3
(S)-2-amino-3-(4-(2-methyl-1-oxoisoindolin-5-yl)phenyl)propanamide trifluoroacetate

Guidance literature:: Multi-step reaction with 2 steps

1: potassium acetate; dichloro[1,1'-bis(di-t-butylphosphino)ferrocene]palladium(II) / water; acetonitrile / 6 h / Inert atmosphere; Reflux

2: dichloromethane / 0.25 h / 60 °C / Inert atmosphere

With dichloro[1,1'-bis(di-t-butylphosphino)ferrocene]palladium(II); potassium acetate; In dichloromethane; water; acetonitrile;
DOI:10.1021/jm401705g