2-benzoyl-10b(S)-1,2-diepipancratistatin

Base Information

Chemical Name:2-benzoyl-10b(S)-1,2-diepipancratistatin
CAS No.:412911-17-2
Molecular Formula:C₂₁H₁₉NO₁₀
Molecular Weight:445.383
Hs Code.:

Synonyms:2-benzoyl-10b(S)-1,2-diepipancratistatin

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Chemical Property of 2-benzoyl-10b(S)-1,2-diepipancratistatin

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Technology Process of 2-benzoyl-10b(S)-1,2-diepipancratistatin

There total 4 articles about 2-benzoyl-10b(S)-1,2-diepipancratistatin 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: 61.2%

: 65-85-0,8013-63-6
benzoic acid

: 412911-10-5
C₁₇H₁₇NO₁₁S

: 412911-17-2
2-benzoyl-10b(S)-1,2-diepipancratistatin

Guidance literature:: benzoic acid; C₁₇H₁₇NO₁₁S; In N,N-dimethyl-formamide; at 65 ℃; for 23h;

With sulfuric acid; In tetrahydrofuran; at 65 - 75 ℃; for 2h;
DOI:10.3987/com-01-s(k)7

Reference yield:

: 29477-83-6,220751-83-7
narciclasine

: 412911-17-2
2-benzoyl-10b(S)-1,2-diepipancratistatin

Guidance literature:: Multi-step reaction with 4 steps

1.1: 97 percent / p-toluenesulfonic acid / dimethylformamide / 16 h / 20 °C

2.1: 54 percent / aq. N-methylmorpholine-N-oxide; dihydroquinidine phthalazine; OsO₄ / dimethylformamide; toluene / 24 h / 17 °C

3.1: triethylamine; SOCl₂ / tetrahydrofuran / 15 h / 0 °C

3.2: 63 percent / RuCl₃*3H₂O; aq. NaIO₄ / CCl₄; acetonitrile / 0.83 h / 20 °C

4.1: CsCO₃ / dimethylformamide / 23 h / 65 °C

4.2: 61.2 percent / aq. H₂SO₄ / tetrahydrofuran / 2 h / 65 - 75 °C

With osmium(VIII) oxide; thionyl chloride; dihydroquinidine phthalazine; toluene-4-sulfonic acid; 4-methylmorpholine N-oxide; triethylamine; In tetrahydrofuran; N,N-dimethyl-formamide; toluene;
DOI:10.3987/com-01-s(k)7

Reference yield:

: 40041-97-2
(2S,5aS,2aR,5bR)-2,8-dihydroxy-4,4-dimethyl-2,6,2a,5a,5b-pentahydro-10H-1,3-dioxolano<4,5-c>1,3-dioxoleno<4,5-j>phenanthridin-7-one

: 412911-17-2
2-benzoyl-10b(S)-1,2-diepipancratistatin

Guidance literature:: Multi-step reaction with 3 steps

1.1: 54 percent / aq. N-methylmorpholine-N-oxide; dihydroquinidine phthalazine; OsO₄ / dimethylformamide; toluene / 24 h / 17 °C

2.1: triethylamine; SOCl₂ / tetrahydrofuran / 15 h / 0 °C

2.2: 63 percent / RuCl₃*3H₂O; aq. NaIO₄ / CCl₄; acetonitrile / 0.83 h / 20 °C

3.1: CsCO₃ / dimethylformamide / 23 h / 65 °C

3.2: 61.2 percent / aq. H₂SO₄ / tetrahydrofuran / 2 h / 65 - 75 °C

With osmium(VIII) oxide; thionyl chloride; dihydroquinidine phthalazine; 4-methylmorpholine N-oxide; triethylamine; In tetrahydrofuran; N,N-dimethyl-formamide; toluene;
DOI:10.3987/com-01-s(k)7