estrone-3-oxyacetyl-Arg(NO₂)-Gly-Asp(OBzl)-Phe-OBzl

Base Information

• Chemical Name: estrone-3-oxyacetyl-Arg(NO₂)-Gly-Asp(OBzl)-Phe-OBzl
• CAS No.: 906674-58-6
• Molecular Formula: C₅₅H₆₄N₈O₁₂
• Molecular Weight: 1029.16
• Mol file: 906674-58-6.mol

Synonyms:estrone-3-oxyacetyl-Arg(NO₂)-Gly-Asp(OBzl)-Phe-OBzl

Chemical Property of estrone-3-oxyacetyl-Arg(NO₂)-Gly-Asp(OBzl)-Phe-OBzl

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of estrone-3-oxyacetyl-Arg(NO₂)-Gly-Asp(OBzl)-Phe-OBzl

There total 10 articles about estrone-3-oxyacetyl-Arg(NO₂)-Gly-Asp(OBzl)-Phe-OBzl 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: 70.0%

Arg(Nω-NO2)-Gly-Asp(OBn)-Phe-OBn hydrochloride + 2-(((8R,9S,13S,14S)-13-methyl-17-oxo-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-3-yl)oxy)acetic acid (1428-66-6) → estrone-3-oxyacetyl-Arg(NO2)-Gly-Asp(OBzl)-Phe-OBzl (906674-58-6)

Guidance literature:

2-(((8R,9S,13S,14S)-13-methyl-17-oxo-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-3-yl)oxy)acetic acid; With 1-hydroxybenzotriazol-hydrate; dicyclohexyl-carbodiimide; In tetrahydrofuran; at 0 ℃;

Arg(Nω-NO2)-Gly-Asp(OBn)-Phe-OBn hydrochloride; In tetrahydrofuran; at 20 ℃; pH=8.0; Further stages.;

DOI:10.1021/jm070242a

Reference yield:

H-Asp(Bzl)-Phe-OBzl hydrochloride → estrone-3-oxyacetyl-Arg(NO2)-Gly-Asp(OBzl)-Phe-OBzl (906674-58-6)

Guidance literature:

Multi-step reaction with 5 steps

1.1: 1-hydroxybenzotriazole hydrate; N,N'-dicyclohexylcarbodiimide / tetrahydrofuran / 0.5 h / 0 °C

1.2: 94 percent / N-methylmorpholine / tetrahydrofuran / 8 h / 20 °C / pH 8.5

2.1: 94 percent / HCl / ethyl acetate / 2 h / 20 °C

3.1: 1-hydroxybenzotriazole hydrate; N,N'-dicyclohexylcarbodiimide / tetrahydrofuran / 0.5 h / 0 °C

3.2: 87 percent / N-methylmorpholine / tetrahydrofuran / 8 h / 20 °C / pH 8.5

4.1: 93 percent / HCl / ethyl acetate / 3 h / 20 °C

5.1: 1-hydroxybenzotriazole hydrate; N,N'-dicyclohexylcarbodiimide / tetrahydrofuran / 0 °C

5.2: 70 percent / tetrahydrofuran / 20 °C / pH 8.0

With hydrogenchloride; 1-hydroxybenzotriazol-hydrate; dicyclohexyl-carbodiimide; In tetrahydrofuran; ethyl acetate;

DOI:10.1021/jm070242a

Reference yield:

H-Gly-Asp(OBzl)-Phe-OBzl*HCl → estrone-3-oxyacetyl-Arg(NO2)-Gly-Asp(OBzl)-Phe-OBzl (906674-58-6)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 1-hydroxybenzotriazole hydrate; N,N'-dicyclohexylcarbodiimide / tetrahydrofuran / 0.5 h / 0 °C

1.2: 87 percent / N-methylmorpholine / tetrahydrofuran / 8 h / 20 °C / pH 8.5

2.1: 93 percent / HCl / ethyl acetate / 3 h / 20 °C

3.1: 1-hydroxybenzotriazole hydrate; N,N'-dicyclohexylcarbodiimide / tetrahydrofuran / 0 °C

3.2: 70 percent / tetrahydrofuran / 20 °C / pH 8.0

With hydrogenchloride; 1-hydroxybenzotriazol-hydrate; dicyclohexyl-carbodiimide; In tetrahydrofuran; ethyl acetate;

DOI:10.1021/jm070242a

upstream raw materials:

2-(((8R,9S,13S,14S)-13-methyl-17-oxo-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-3-yl)oxy)acetic acid

Boc-Gly-Asp(OBzl)-Phe-OBzl

Boc-Arg(Nω-NO2)-Gly-Asp(OBn)-Phe-OBn

Estrone