tert-butyl (2S,3S,6S)-3-benzyl-2-(iodomethyl)-6-isobutyl-5-oxopiperazine-1-carboxylate

Base Information

Chemical Name:tert-butyl (2S,3S,6S)-3-benzyl-2-(iodomethyl)-6-isobutyl-5-oxopiperazine-1-carboxylate
CAS No.:1414493-21-2
Molecular Formula:C₂₁H₃₁IN₂O₃
Molecular Weight:486.393
Hs Code.:

Synonyms:tert-butyl (2S,3S,6S)-3-benzyl-2-(iodomethyl)-6-isobutyl-5-oxopiperazine-1-carboxylate

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Chemical Property of tert-butyl (2S,3S,6S)-3-benzyl-2-(iodomethyl)-6-isobutyl-5-oxopiperazine-1-carboxylate

Chemical Property:

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Technology Process of tert-butyl (2S,3S,6S)-3-benzyl-2-(iodomethyl)-6-isobutyl-5-oxopiperazine-1-carboxylate

There total 6 articles about tert-butyl (2S,3S,6S)-3-benzyl-2-(iodomethyl)-6-isobutyl-5-oxopiperazine-1-carboxylate 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: 66.0%

: tert-butyl (S)-4-methyl-1-oxo-1-((S)-1-phenylbut-3-en-2-ylamino)pentan-2-ylcarbamate

: 1414493-21-2
tert-butyl (2S,3S,6S)-3-benzyl-2-(iodomethyl)-6-isobutyl-5-oxopiperazine-1-carboxylate

Guidance literature:: With iodine; potassium carbonate; In acetonitrile; for 2h; Inert atmosphere; Cooling with ice;
DOI:10.1016/j.tet.2012.09.109

Reference yield:

: Boc-Leu-Phe-H

: 1414493-21-2
tert-butyl (2S,3S,6S)-3-benzyl-2-(iodomethyl)-6-isobutyl-5-oxopiperazine-1-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1.1: potassium hexamethylsilazane / tetrahydrofuran; toluene / 1 h / -78 °C / Inert atmosphere

1.2: 2 h / -78 °C / Inert atmosphere

2.1: iodine; potassium carbonate / acetonitrile / 2 h / Inert atmosphere; Cooling with ice

With iodine; potassium hexamethylsilazane; potassium carbonate; In tetrahydrofuran; toluene; acetonitrile; 1.2: |Wittig Olefination;
DOI:10.1016/j.tet.2012.09.109

Reference yield:

: 15136-32-0,87976-66-7,120342-25-8,5874-73-7
(N-(tert-butoxycarbonyl)-L-leucinyl)-L-phenylalanine methyl ester

: 1414493-21-2
tert-butyl (2S,3S,6S)-3-benzyl-2-(iodomethyl)-6-isobutyl-5-oxopiperazine-1-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / 20 °C

2.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.5 h / -78 °C

2.2: 1.5 h / -78 °C

3.1: potassium hexamethylsilazane / tetrahydrofuran; toluene / 1 h / -78 °C / Inert atmosphere

3.2: 2 h / -78 °C / Inert atmosphere

4.1: iodine; potassium carbonate / acetonitrile / 2 h / Inert atmosphere; Cooling with ice

With lithium aluminium tetrahydride; oxalyl dichloride; iodine; potassium hexamethylsilazane; potassium carbonate; dimethyl sulfoxide; In tetrahydrofuran; dichloromethane; toluene; acetonitrile; 2.1: |Swern Oxidation / 3.2: |Wittig Olefination;
DOI:10.1016/j.tet.2012.09.109