(S)-2-[(S)-2-(benzyloxycarbonylamino)-5-(tert-butoxycarbonylamino)valerylamino]-5-(tert-butoxycarbonylamino)valeric acid

Base Information

Chemical Name:(S)-2-[(S)-2-(benzyloxycarbonylamino)-5-(tert-butoxycarbonylamino)valerylamino]-5-(tert-butoxycarbonylamino)valeric acid
CAS No.:32393-54-7
Molecular Formula:C₂₈H₄₄N₄O₉
Molecular Weight:580.679
Hs Code.:

Synonyms:(S)-2-[(S)-2-(benzyloxycarbonylamino)-5-(tert-butoxycarbonylamino)valerylamino]-5-(tert-butoxycarbonylamino)valeric acid

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Chemical Property of (S)-2-[(S)-2-(benzyloxycarbonylamino)-5-(tert-butoxycarbonylamino)valerylamino]-5-(tert-butoxycarbonylamino)valeric acid

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Technology Process of (S)-2-[(S)-2-(benzyloxycarbonylamino)-5-(tert-butoxycarbonylamino)valerylamino]-5-(tert-butoxycarbonylamino)valeric acid

There total 2 articles about (S)-2-[(S)-2-(benzyloxycarbonylamino)-5-(tert-butoxycarbonylamino)valerylamino]-5-(tert-butoxycarbonylamino)valeric acid 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: 79.0%

: 7733-29-1,199924-46-4
Z-Orn(Boc)-OH

: 13650-49-2,184576-63-4
N^δ-(tert-butoxycarbonyl)-L-ornithine

: 32393-54-7
(S)-2-[(S)-2-(benzyloxycarbonylamino)-5-(tert-butoxycarbonylamino)valerylamino]-5-(tert-butoxycarbonylamino)valeric acid

Guidance literature:: Z-Orn(Boc)-OH; With 1-hydroxy-pyrrolidine-2,5-dione; dicyclohexyl-carbodiimide; In tetrahydrofuran; at 0 - 20 ℃; for 24h;

N^δ-(tert-butoxycarbonyl)-L-ornithine; With sodium hydrogencarbonate; In tetrahydrofuran; water; at 20 ℃; for 48h;
DOI:10.1021/acs.jmedchem.9b01388

Reference yield:

: 7733-29-1,199924-46-4
Z-Orn(Boc)-OH

: 32393-54-7
(S)-2-[(S)-2-(benzyloxycarbonylamino)-5-(tert-butoxycarbonylamino)valerylamino]-5-(tert-butoxycarbonylamino)valeric acid

Guidance literature:: Multi-step reaction with 2 steps

1: dicyclohexylcarbodiimide / tetrahydrofuran / 10 h / 20 °C

2: NaHCO₃ / H₂O; tetrahydrofuran / 6 h / 20 °C

With sodium hydrogencarbonate; dicyclohexyl-carbodiimide; In tetrahydrofuran; water; 1: Esterification / 2: Substitution;
DOI:10.1021/jo990769y

Reference yield:

: 32393-54-7
(S)-2-[(S)-2-(benzyloxycarbonylamino)-5-(tert-butoxycarbonylamino)valerylamino]-5-(tert-butoxycarbonylamino)valeric acid

: 5-amino-2-{5-amino-2-[5-amino-2(benzyloxycarbonylamino)valerylamino]valerylamino}valeric acid tritrifluoroacetate

Guidance literature:: Multi-step reaction with 3 steps

1: dicyclohexylcarbodiimide / tetrahydrofuran

2: NaHCO₃ / H₂O; tetrahydrofuran

3: 82 percent / acetic acid / 1 h / 20 °C

With sodium hydrogencarbonate; dicyclohexyl-carbodiimide; In tetrahydrofuran; water; acetic acid; 1: Esterification / 2: Substitution / 3: Substitution;
DOI:10.1021/jo990769y