(2S,3S)-2-amino-3-methylpentan-N-[2-(tert-butyldimethylsilanyloxy)ethyl]-N-[2-fluoro-3-(4-methoxybenzyl)-5-nitrobenzyl]amide

Base Information

Chemical Name:(2S,3S)-2-amino-3-methylpentan-N-[2-(tert-butyldimethylsilanyloxy)ethyl]-N-[2-fluoro-3-(4-methoxybenzyl)-5-nitrobenzyl]amide
CAS No.:914301-51-2
Molecular Formula:C₂₉H₄₄FN₃O₅Si
Molecular Weight:561.769
Hs Code.:

Synonyms:(2S,3S)-2-amino-3-methylpentan-N-[2-(tert-butyldimethylsilanyloxy)ethyl]-N-[2-fluoro-3-(4-methoxybenzyl)-5-nitrobenzyl]amide

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Chemical Property of (2S,3S)-2-amino-3-methylpentan-N-[2-(tert-butyldimethylsilanyloxy)ethyl]-N-[2-fluoro-3-(4-methoxybenzyl)-5-nitrobenzyl]amide

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Technology Process of (2S,3S)-2-amino-3-methylpentan-N-[2-(tert-butyldimethylsilanyloxy)ethyl]-N-[2-fluoro-3-(4-methoxybenzyl)-5-nitrobenzyl]amide

There total 1 articles about (2S,3S)-2-amino-3-methylpentan-N-[2-(tert-butyldimethylsilanyloxy)ethyl]-N-[2-fluoro-3-(4-methoxybenzyl)-5-nitrobenzyl]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:

: (1-{[(tert-butyl-dimethyl-silanyl)-methoxymethyl]-[2-fluoro-3-(4-methoxy-benzyl)-5-nitro-benzyl]-carbamoyl}-2-methyl-butyl)-carbamic acid 9H-fluoren-9-ylmethyl ester

: 914301-51-2
(2S,3S)-2-amino-3-methylpentan-N-[2-(tert-butyldimethylsilanyloxy)ethyl]-N-[2-fluoro-3-(4-methoxybenzyl)-5-nitrobenzyl]amide

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; for 1.5h;
DOI:10.1021/jm051222g

Reference yield: 90.0%

: 914301-51-2
(2S,3S)-2-amino-3-methylpentan-N-[2-(tert-butyldimethylsilanyloxy)ethyl]-N-[2-fluoro-3-(4-methoxybenzyl)-5-nitrobenzyl]amide

: 914301-52-3
(2S)-4-(2-hydroxyethyl)-9-(4-methoxybenzyl)-2-((1S)-1-methylpropyl)-7-nitro-1,2,4,5-tetrahydrobenzo[1,4]diazepin-3-one

Guidance literature:: (2S,3S)-2-amino-3-methylpentan-N-[2-(tert-butyldimethylsilanyloxy)ethyl]-N-[2-fluoro-3-(4-methoxybenzyl)-5-nitrobenzyl]amide; With triethylamine; In dimethyl sulfoxide; at 100 ℃;

With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 1.5h;
DOI:10.1021/jm051222g

Reference yield:

: 914301-51-2
(2S,3S)-2-amino-3-methylpentan-N-[2-(tert-butyldimethylsilanyloxy)ethyl]-N-[2-fluoro-3-(4-methoxybenzyl)-5-nitrobenzyl]amide

: [7-amino-9-(4-tert-butoxycarbonyloxy-benzyl)-2-sec-butyl-3-oxo-1,2,3,5-tetrahydro-benzo[e][1,4]diazepin-4-yl]-acetic acid

Guidance literature:: Multi-step reaction with 6 steps

1.1: Et₃N / dimethylsulfoxide / 100 °C

1.2: 90 percent / tetrabutylammonium fluoride / tetrahydrofuran / 1.5 h

2.1: (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 - -30 °C

3.1: 652 mg / cyclohexene; NaClO₂; NaH₂PO₄*H₂O / 2-methyl-propan-2-ol / 2 h / 0 °C

4.1: 78 percent / BF₃*SMe₂ / CH₂Cl₂ / 20 °C

5.1: 74 percent / Et₃N; DMAP / tetrahydrofuran; H₂O

6.1: H₂ / Pd/C / methanol; CH₂Cl₂

With dmap; sodium chlorite; sodium dihydrogenphosphate; boron dimethyl-trifluoro sulphide; oxalyl dichloride; hydrogen; dimethyl sulfoxide; triethylamine; cyclohexene; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; water; dimethyl sulfoxide; tert-butyl alcohol; 2.1: Swern oxidation;
DOI:10.1021/jm051222g