17α-[(N-5-azido-2-nitrobenzoyl)amidopropyl]-3,3-dimethoxy-5α-androstane-17β-ol

Base Information

Chemical Name:17α-[(N-5-azido-2-nitrobenzoyl)amidopropyl]-3,3-dimethoxy-5α-androstane-17β-ol
CAS No.:300351-03-5
Molecular Formula:C₃₁H₄₅N₅O₆
Molecular Weight:583.728
Hs Code.:

Synonyms:17α-[(N-5-azido-2-nitrobenzoyl)amidopropyl]-3,3-dimethoxy-5α-androstane-17β-ol

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Chemical Property of 17α-[(N-5-azido-2-nitrobenzoyl)amidopropyl]-3,3-dimethoxy-5α-androstane-17β-ol

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Technology Process of 17α-[(N-5-azido-2-nitrobenzoyl)amidopropyl]-3,3-dimethoxy-5α-androstane-17β-ol

There total 5 articles about 17α-[(N-5-azido-2-nitrobenzoyl)amidopropyl]-3,3-dimethoxy-5α-androstane-17β-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: 56.0%

: 60117-35-3
N-5-Azido-2-nitrobenzoyloxysuccinimide

: 300350-96-3
3,3-(dimethoxy)-17α-aminopropyl-17β-hydroxy-5α-androstan-3-one

: 300351-03-5
17α-[(N-5-azido-2-nitrobenzoyl)amidopropyl]-3,3-dimethoxy-5α-androstane-17β-ol

Guidance literature:: With sodium hydrogencarbonate; In tetrahydrofuran; at 22 ℃; for 24h;
DOI:10.1016/S0039-128X(00)00106-9

Reference yield:

: 846-46-8
androstanedione

: 300351-03-5
17α-[(N-5-azido-2-nitrobenzoyl)amidopropyl]-3,3-dimethoxy-5α-androstane-17β-ol

Guidance literature:: Multi-step reaction with 5 steps

1.1: 62 percent / pTsOH*H₂O / 1 h / 40 °C

2.1: 90 percent / potassium t-butoxide / dimethylformamide / 1 h / 22 °C

3.1: LDA / tetrahydrofuran; hexane / -76 °C

3.2: 92 percent / tetrahydrofuran; hexane / 2 h / 22 °C

4.1: 69 percent / LiAlH₄ / tetrahydrofuran / 12 h / 22 °C

5.1: 56 percent / aq. NaHCO₃ / tetrahydrofuran / 24 h / 22 °C

With lithium aluminium tetrahydride; potassium tert-butylate; sodium hydrogencarbonate; toluene-4-sulfonic acid; lithium diisopropyl amide; In tetrahydrofuran; hexane; N,N-dimethyl-formamide;
DOI:10.1016/S0039-128X(00)00106-9

Reference yield:

: 3591-19-3
3,3-(dimethoxy)-5α-androstan-17-one

: 300351-03-5
17α-[(N-5-azido-2-nitrobenzoyl)amidopropyl]-3,3-dimethoxy-5α-androstane-17β-ol

Guidance literature:: Multi-step reaction with 4 steps

1.1: 90 percent / potassium t-butoxide / dimethylformamide / 1 h / 22 °C

2.1: LDA / tetrahydrofuran; hexane / -76 °C

2.2: 92 percent / tetrahydrofuran; hexane / 2 h / 22 °C

3.1: 69 percent / LiAlH₄ / tetrahydrofuran / 12 h / 22 °C

4.1: 56 percent / aq. NaHCO₃ / tetrahydrofuran / 24 h / 22 °C

With lithium aluminium tetrahydride; potassium tert-butylate; sodium hydrogencarbonate; lithium diisopropyl amide; In tetrahydrofuran; hexane; N,N-dimethyl-formamide;
DOI:10.1016/S0039-128X(00)00106-9