{2-[4-(R,S)-(4-benzyloxycarbonyl-guanidino-phenyl)-4-methyl-2,5-dioxo-imidazolidin-1-yl]acetyl}-Asp(O-t-Bu)-(S)-phenylglycine-O-t-Bu

Base Information

Chemical Name:{2-[4-(R,S)-(4-benzyloxycarbonyl-guanidino-phenyl)-4-methyl-2,5-dioxo-imidazolidin-1-yl]acetyl}-Asp(O-t-Bu)-(S)-phenylglycine-O-t-Bu
CAS No.:169808-24-6
Molecular Formula:C₄₁H₄₉N₇O₁₀
Molecular Weight:799.881
Hs Code.:

Synonyms:{2-[4-(R,S)-(4-benzyloxycarbonyl-guanidino-phenyl)-4-methyl-2,5-dioxo-imidazolidin-1-yl]acetyl}-Asp(O-t-Bu)-(S)-phenylglycine-O-t-Bu

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Chemical Property of {2-[4-(R,S)-(4-benzyloxycarbonyl-guanidino-phenyl)-4-methyl-2,5-dioxo-imidazolidin-1-yl]acetyl}-Asp(O-t-Bu)-(S)-phenylglycine-O-t-Bu

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Technology Process of {2-[4-(R,S)-(4-benzyloxycarbonyl-guanidino-phenyl)-4-methyl-2,5-dioxo-imidazolidin-1-yl]acetyl}-Asp(O-t-Bu)-(S)-phenylglycine-O-t-Bu

There total 7 articles about {2-[4-(R,S)-(4-benzyloxycarbonyl-guanidino-phenyl)-4-methyl-2,5-dioxo-imidazolidin-1-yl]acetyl}-Asp(O-t-Bu)-(S)-phenylglycine-O-t-Bu 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: 74.0%

: 169808-28-0
[4-(R,S)-(4-benzyloxycarbonylguanidino-phenyl)-4-methyl-2,5-dioxo-imidazolidin-1-yl]acetic acid

: Asp(O-t-Bu)-(S)-phenylglycine-O-tBu hydrochloride

: 169808-24-6
{2-[4-(R,S)-(4-benzyloxycarbonyl-guanidino-phenyl)-4-methyl-2,5-dioxo-imidazolidin-1-yl]acetyl}-Asp(O-t-Bu)-(S)-phenylglycine-O-t-Bu

Guidance literature:: With benzotriazol-1-ol; dicyclohexyl-carbodiimide; In N,N-dimethyl-formamide; at 0 - 22 ℃; for 16h;
DOI:10.1021/jm001068s

Reference yield:

: 25508-19-4
N-benzyloxycarbonyl-S-methyl-isothiourea

: 169808-24-6
{2-[4-(R,S)-(4-benzyloxycarbonyl-guanidino-phenyl)-4-methyl-2,5-dioxo-imidazolidin-1-yl]acetyl}-Asp(O-t-Bu)-(S)-phenylglycine-O-t-Bu

Guidance literature:: Multi-step reaction with 3 steps

1: 58 percent / AcOH / methanol / 12 h

2: 31 percent / aq. HCl; AcOH / 1.5 h / 80 °C

3: 74 percent / HOBt; DCC / dimethylformamide / 16 h / 0 - 22 °C

With hydrogenchloride; benzotriazol-1-ol; acetic acid; dicyclohexyl-carbodiimide; In methanol; N,N-dimethyl-formamide;
DOI:10.1021/jm001068s

Reference yield:

: 100-19-6
(4-nitrophenyl)ethanone

: 169808-24-6
{2-[4-(R,S)-(4-benzyloxycarbonyl-guanidino-phenyl)-4-methyl-2,5-dioxo-imidazolidin-1-yl]acetyl}-Asp(O-t-Bu)-(S)-phenylglycine-O-t-Bu

Guidance literature:: Multi-step reaction with 6 steps

1.1: 75 percent / ethanol; H₂O / 5 h / 50 °C

2.1: NaOMe / methanol / 2 h / Heating

2.2: 81 percent / KI / methanol / 10 h / Heating

3.1: 51 percent / aq. CaCl₂; AcOH; Zn / ethanol / 2 h / Heating

4.1: 58 percent / AcOH / methanol / 12 h

5.1: 31 percent / aq. HCl; AcOH / 1.5 h / 80 °C

6.1: 74 percent / HOBt; DCC / dimethylformamide / 16 h / 0 - 22 °C

With hydrogenchloride; sodium methylate; benzotriazol-1-ol; acetic acid; dicyclohexyl-carbodiimide; calcium chloride; zinc; In methanol; ethanol; water; N,N-dimethyl-formamide;
DOI:10.1021/jm001068s