Methyl N-benzoyl-3',4'bis<(tert-butyldimethylsilyl)oxy>phenylalaninate

Base Information

Chemical Name:Methyl N-benzoyl-3',4'bis<(tert-butyldimethylsilyl)oxy>phenylalaninate
CAS No.:152774-26-0
Molecular Formula:C₂₉H₄₅NO₅Si₂
Molecular Weight:543.851
Hs Code.:

Synonyms:Methyl N-benzoyl-3',4'bis<(tert-butyldimethylsilyl)oxy>phenylalaninate

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Chemical Property of Methyl N-benzoyl-3',4'bis<(tert-butyldimethylsilyl)oxy>phenylalaninate

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Technology Process of Methyl N-benzoyl-3',4'bis<(tert-butyldimethylsilyl)oxy>phenylalaninate

There total 6 articles about Methyl N-benzoyl-3',4'bis<(tert-butyldimethylsilyl)oxy>phenylalaninate 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%

: 54210-15-0
N-benzoyl-3,4-dihydroxyphenylalanine methyl ester

: 18162-48-6
tert-butyldimethylsilyl chloride

: 152774-26-0
Methyl N-benzoyl-3',4'bis<(tert-butyldimethylsilyl)oxy>phenylalaninate

Guidance literature:: With 1H-imidazole; dmap; at 50 ℃; for 3h;

Reference yield: 57.0%

: 135789-87-6,114968-97-7
phosphonic acid diethyl ester

: 714222-55-6
(+/-)-methyl N-benzoyl-α-formyl-3',4'-bis(tert-butyldimethylsilyloxy)phenylalaninate

: 152774-26-0
Methyl N-benzoyl-3',4'bis<(tert-butyldimethylsilyl)oxy>phenylalaninate

: 714222-61-4
(+/-)-methyl N-benzoyl-α-(E)-(2'-fluoro-2'-benzenesulfonyl)vinyl-[3'',4''-bis(tert-butyldimethylsilyloxy)]phenylalaninate

Guidance literature:: phosphonic acid diethyl ester; With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 0.5h;

(+/-)-methyl N-benzoyl-α-formyl-3',4'-bis(tert-butyldimethylsilyloxy)phenylalaninate; In tetrahydrofuran; at -78 - 20 ℃;
DOI:10.1021/ol049422u

Reference yield:

: 152774-42-0
Methyl N-benzoyl-2-vinyl-3',4'-bis<(tert-butyldimethylsilyl)oxy>phenylalaninate

: 152774-26-0
Methyl N-benzoyl-3',4'bis<(tert-butyldimethylsilyl)oxy>phenylalaninate

Guidance literature:: Multi-step reaction with 2 steps

1.1: ozone / CH₂Cl₂ / -78 °C

1.2: 99 percent / acetic acid; Zn / CH₂Cl₂ / Heating

2.1: LiHMDS / tetrahydrofuran / 0.5 h / -78 °C

2.2: 17 percent / tetrahydrofuran / -78 - 20 °C

With ozone; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ol049422u