N-allyl-N'-methyl-3α-(3,5-dimethylphenyl)carbamoyloxy-12α-N-(3,5-dimethylbenzoyl)amino-5β-cholan-24-amide

Base Information

Chemical Name:N-allyl-N'-methyl-3α-(3,5-dimethylphenyl)carbamoyloxy-12α-N-(3,5-dimethylbenzoyl)amino-5β-cholan-24-amide
CAS No.:403607-19-2
Molecular Formula:C₄₆H₆₅N₃O₄
Molecular Weight:724.04
Hs Code.:

Synonyms:N-allyl-N'-methyl-3α-(3,5-dimethylphenyl)carbamoyloxy-12α-N-(3,5-dimethylbenzoyl)amino-5β-cholan-24-amide

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Chemical Property of N-allyl-N'-methyl-3α-(3,5-dimethylphenyl)carbamoyloxy-12α-N-(3,5-dimethylbenzoyl)amino-5β-cholan-24-amide

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Technology Process of N-allyl-N'-methyl-3α-(3,5-dimethylphenyl)carbamoyloxy-12α-N-(3,5-dimethylbenzoyl)amino-5β-cholan-24-amide

There total 8 articles about N-allyl-N'-methyl-3α-(3,5-dimethylphenyl)carbamoyloxy-12α-N-(3,5-dimethylbenzoyl)amino-5β-cholan-24-amide 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: 86.0%

: 54132-75-1
3,5-dimethylphenyl isocyanate

: 403607-23-8
N-allyl-N'-methyl-3α-hydroxy-12α-(3,5-dimethylbenzoyl)amino-5β-cholan-24-amide

: 403607-19-2
N-allyl-N'-methyl-3α-(3,5-dimethylphenyl)carbamoyloxy-12α-N-(3,5-dimethylbenzoyl)amino-5β-cholan-24-amide

Guidance literature:: With dmap; In tetrahydrofuran; at 20 ℃; for 15h;
DOI:10.1016/S0957-4166(01)00490-6

Reference yield:

: 27240-83-1
methyl 3α-acetoxy-12α-hydroxy-5β-cholan-24-oate

: 403607-19-2
N-allyl-N'-methyl-3α-(3,5-dimethylphenyl)carbamoyloxy-12α-N-(3,5-dimethylbenzoyl)amino-5β-cholan-24-amide

Guidance literature:: Multi-step reaction with 7 steps

1.1: 95 percent / K₂Cr₂O₇ / H₂O; acetic acid / 20 h / 20 °C

2.1: 94 percent / AcONa; NH₂OH*HCl / methanol / 4.5 h / Heating

3.1: H₂ / PtO₂ / acetic acid / 144 h / 20 °C

3.2: 90 percent / Zn; acetic acid / 12 h / 20 °C

4.1: 92 percent / Et₃N / tetrahydrofuran / 4 h / 20 °C

5.1: 97 percent / aq. LiOH / tetrahydrofuran; methanol / 5 h / 20 °C

6.1: tri-n-butyl amine; ethyl chloroformate / dioxane / 0.17 h / 10 °C

6.2: 65 percent / dioxane / 3 h / 10 - 20 °C

7.1: 86 percent / DMAP / tetrahydrofuran / 15 h / 20 °C

With dmap; potassium dichromate; lithium hydroxide; tributyl-amine; hydroxylamine hydrochloride; hydrogen; sodium acetate; chloroformic acid ethyl ester; triethylamine; platinum(IV) oxide; In tetrahydrofuran; 1,4-dioxane; methanol; water; acetic acid;
DOI:10.1016/S0957-4166(01)00490-6

Reference yield:

: 83-44-3
Deoxycholic acid

: 403607-19-2
N-allyl-N'-methyl-3α-(3,5-dimethylphenyl)carbamoyloxy-12α-N-(3,5-dimethylbenzoyl)amino-5β-cholan-24-amide

Guidance literature:: Multi-step reaction with 8 steps

1.1: p-toluenesulphonic acid / H₂O / Heating

2.1: 95 percent / K₂Cr₂O₇ / H₂O; acetic acid / 20 h / 20 °C

3.1: 94 percent / AcONa; NH₂OH*HCl / methanol / 4.5 h / Heating

4.1: H₂ / PtO₂ / acetic acid / 144 h / 20 °C

4.2: 90 percent / Zn; acetic acid / 12 h / 20 °C

5.1: 92 percent / Et₃N / tetrahydrofuran / 4 h / 20 °C

6.1: 97 percent / aq. LiOH / tetrahydrofuran; methanol / 5 h / 20 °C

7.1: tri-n-butyl amine; ethyl chloroformate / dioxane / 0.17 h / 10 °C

7.2: 65 percent / dioxane / 3 h / 10 - 20 °C

8.1: 86 percent / DMAP / tetrahydrofuran / 15 h / 20 °C

With dmap; potassium dichromate; lithium hydroxide; tributyl-amine; hydroxylamine hydrochloride; hydrogen; sodium acetate; chloroformic acid ethyl ester; toluene-4-sulfonic acid; triethylamine; platinum(IV) oxide; In tetrahydrofuran; 1,4-dioxane; methanol; water; acetic acid;
DOI:10.1016/S0957-4166(01)00490-6