17β-(N-t-butyloxycarbonyl-L-phenylalanylamino)estra-1,3,5(10)-trien-3-ol

Base Information

• Chemical Name: 17β-(N-t-butyloxycarbonyl-L-phenylalanylamino)estra-1,3,5(10)-trien-3-ol
• CAS No.: 859845-54-8
• Molecular Formula: C₃₂H₄₂N₂O₄
• Molecular Weight: 518.696

Synonyms:17β-(N-t-butyloxycarbonyl-L-phenylalanylamino)estra-1,3,5(10)-trien-3-ol

Chemical Property of 17β-(N-t-butyloxycarbonyl-L-phenylalanylamino)estra-1,3,5(10)-trien-3-ol

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Technology Process of 17β-(N-t-butyloxycarbonyl-L-phenylalanylamino)estra-1,3,5(10)-trien-3-ol

There total 2 articles about 17β-(N-t-butyloxycarbonyl-L-phenylalanylamino)estra-1,3,5(10)-trien-3-ol 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: 22.3%

17β-amino-1,3,5(10)-estratrien-3-ol (20989-33-7) + Boc-Phe-OCH2CF3 (176665-91-1) → 17β-(N-t-butyloxycarbonyl-L-phenylalanylamino)estra-1,3,5(10)-trien-3-ol (859845-54-8)

Guidance literature:

With disodium hydrogenphosphate; potassium dihydrogenphosphate; subtilisin Carlsberg EC 3.4.21.14; In water; N,N-dimethyl-formamide; at 40 ℃; for 48h; pH=7.73;

DOI:10.1016/j.tet.2005.02.090

Reference yield:

N-tert-butoxycarbonyl-L-phenylalanine (13734-34-4) → 17β-(N-t-butyloxycarbonyl-L-phenylalanylamino)estra-1,3,5(10)-trien-3-ol (859845-54-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 87 percent / DCC; 4-(dimethylamino)pyridine; triethylamine / butan-1-ol / 20 °C / pH 8 - 9

2: 22.3 percent / subtilisin Carlsberg EC 3.4.21.14; Na₂HPO₄; KH₂PO₄ / dimethylformamide; H₂O / 48 h / 40 °C / pH 7.73

With dmap; disodium hydrogenphosphate; potassium dihydrogenphosphate; subtilisin Carlsberg EC 3.4.21.14; triethylamine; dicyclohexyl-carbodiimide; In water; N,N-dimethyl-formamide; butan-1-ol;

DOI:10.1016/j.tet.2005.02.090

Reference yield:

17β-(N-t-butyloxycarbonyl-L-phenylalanylamino)estra-1,3,5(10)-trien-3-ol (859845-54-8) + trifluoroacetic acid (76-05-1) → (S)-2-Amino-N-((8R,9S,13S,14S,17S)-3-hydroxy-13-methyl-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-17-yl)-3-phenyl-propionamide; compound with trifluoro-acetic acid

Guidance literature:

With methoxybenzene; In dichloromethane; at 20 ℃;

DOI:10.1016/j.tet.2005.02.090

upstream raw materials:

17β-amino-1,3,5(10)-estratrien-3-ol

Boc-Phe-OCH₂CF₃

N-tert-butoxycarbonyl-L-phenylalanine

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