di-tert-butyl (4S)-4-(3-{[(3-nitrophenyl)sulfonyl]oxy}propyl)-N-trityl-L-glutamate

Base Information

Chemical Name:di-tert-butyl (4S)-4-(3-{[(3-nitrophenyl)sulfonyl]oxy}propyl)-N-trityl-L-glutamate
CAS No.:1407533-10-1
Molecular Formula:C₄₁H₄₈N₂O₉S
Molecular Weight:744.906
Hs Code.:

Synonyms:di-tert-butyl (4S)-4-(3-{[(3-nitrophenyl)sulfonyl]oxy}propyl)-N-trityl-L-glutamate

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Chemical Property of di-tert-butyl (4S)-4-(3-{[(3-nitrophenyl)sulfonyl]oxy}propyl)-N-trityl-L-glutamate

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Technology Process of di-tert-butyl (4S)-4-(3-{[(3-nitrophenyl)sulfonyl]oxy}propyl)-N-trityl-L-glutamate

There total 6 articles about di-tert-butyl (4S)-4-(3-{[(3-nitrophenyl)sulfonyl]oxy}propyl)-N-trityl-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: 78.0%

: 1407745-68-9
di-tert-butyl 4-(3-hydroxypropyl)-N-trityl-glutamate

: 121-51-7
3-nitrobenzenesulphonyl chloride

: 1407533-10-1
di-tert-butyl (4S)-4-(3-{[(3-nitrophenyl)sulfonyl]oxy}propyl)-N-trityl-L-glutamate

Guidance literature:: With triethylamine; In dichloromethane; at 0 ℃; for 2h;

Reference yield:

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

: 1407533-10-1
di-tert-butyl (4S)-4-(3-{[(3-nitrophenyl)sulfonyl]oxy}propyl)-N-trityl-L-glutamate

Guidance literature:: Multi-step reaction with 6 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

3.1: hydrogen / palladium 10% on activated carbon / methanol / 18 h / 20 °C / Inert atmosphere

4.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 2 h / 20 °C

5.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1.5 h / 20 °C

6.1: triethylamine / dichloromethane / 2 h / 0 °C

With tetrabutyl ammonium fluoride; hydrogen; triethylamine; N-ethyl-N,N-diisopropylamine; lithium hexamethyldisilazane; palladium 10% on activated carbon; In tetrahydrofuran; methanol; dichloromethane;

Reference yield:

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

: 1407533-10-1
di-tert-butyl (4S)-4-(3-{[(3-nitrophenyl)sulfonyl]oxy}propyl)-N-trityl-L-glutamate

Guidance literature:: Multi-step reaction with 4 steps

1: hydrogen / palladium 10% on activated carbon / methanol / 18 h / 20 °C / Inert atmosphere

2: N-ethyl-N,N-diisopropylamine / dichloromethane / 2 h / 20 °C

3: tetrabutyl ammonium fluoride / tetrahydrofuran / 1.5 h / 20 °C

4: triethylamine / dichloromethane / 2 h / 0 °C

With tetrabutyl ammonium fluoride; hydrogen; triethylamine; N-ethyl-N,N-diisopropylamine; palladium 10% on activated carbon; In tetrahydrofuran; methanol; dichloromethane;