di-tert-butyl (4S)-N-[(benzyloxy)carbonyl]-4-(3-{[tert-butyl(dimethyl) silyl]oxy} propyl)-L-glutamate

Base Information

Chemical Name:di-tert-butyl (4S)-N-[(benzyloxy)carbonyl]-4-(3-{[tert-butyl(dimethyl) silyl]oxy} propyl)-L-glutamate
CAS No.:1407533-06-5
Molecular Formula:C₃₀H₅₁NO₇Si
Molecular Weight:565.823
Hs Code.:

Synonyms:di-tert-butyl (4S)-N-[(benzyloxy)carbonyl]-4-(3-{[tert-butyl(dimethyl) silyl]oxy} propyl)-L-glutamate

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Chemical Property of di-tert-butyl (4S)-N-[(benzyloxy)carbonyl]-4-(3-{[tert-butyl(dimethyl) silyl]oxy} propyl)-L-glutamate

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Technology Process of di-tert-butyl (4S)-N-[(benzyloxy)carbonyl]-4-(3-{[tert-butyl(dimethyl) silyl]oxy} propyl)-L-glutamate

There total 2 articles about di-tert-butyl (4S)-N-[(benzyloxy)carbonyl]-4-(3-{[tert-butyl(dimethyl) silyl]oxy} propyl)-L-glutamate 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: 67.0%

: 16881-41-7
di-tert-butyl N-Cbz-L-glutamate

: 159351-70-9
3-[tertbutyl(dimethyl)silyl]oxypropyl trifluoromethanesulfonate

: 1407533-06-5
di-tert-butyl (4S)-N-[(benzyloxy)carbonyl]-4-(3-{[tert-butyl(dimethyl) silyl]oxy} propyl)-L-glutamate

Guidance literature:: di-tert-butyl N-Cbz-L-glutamate; With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 0.75h;

3-[tertbutyl(dimethyl)silyl]oxypropyl trifluoromethanesulfonate; In tetrahydrofuran; at -78 ℃; for 2h;

Reference yield:

: 32677-01-3
L-glutamic acid di-tert-butyl ester hydrochloride

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

: 1407533-06-5
di-tert-butyl (4S)-N-[(benzyloxy)carbonyl]-4-(3-{[tert-butyl(dimethyl) silyl]oxy} propyl)-L-glutamate

Guidance literature:: Multi-step reaction with 2 steps

1.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 0.5 h / 20 °C

2.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.75 h / -78 °C

2.2: 2 h / -78 °C

With N-ethyl-N,N-diisopropylamine; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane;

Reference yield: 79.0%

: 1407533-06-5
di-tert-butyl (4S)-N-[(benzyloxy)carbonyl]-4-(3-{[tert-butyl(dimethyl) silyl]oxy} propyl)-L-glutamate

: 76-83-5
trityl chloride

: 1407533-07-6
di-tert-butyl (4S)-4-(3-{[tert-butyl(dimethyl)silyl]oxy}propyl)-N-trityl-L-glutamate

Guidance literature:: di-tert-butyl (4S)-N-[(benzyloxy)carbonyl]-4-(3-{[tert-butyl(dimethyl) silyl]oxy} propyl)-L-glutamate; With hydrogen; palladium 10% on activated carbon; In methanol; at 20 ℃; for 18h;

trityl chloride; With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 2h;