3-O-TBDMS-21-O-diphenylmethylsilyl-16β-acetoxy-17S,20S-dihydrofusidin-3,11,16,21-tetrol

Base Information

Chemical Name:3-O-TBDMS-21-O-diphenylmethylsilyl-16β-acetoxy-17S,20S-dihydrofusidin-3,11,16,21-tetrol
CAS No.:335106-46-2
Molecular Formula:C₅₀H₇₈O₅Si₂
Molecular Weight:815.337
Hs Code.:

Synonyms:3-O-TBDMS-21-O-diphenylmethylsilyl-16β-acetoxy-17S,20S-dihydrofusidin-3,11,16,21-tetrol

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Chemical Property of 3-O-TBDMS-21-O-diphenylmethylsilyl-16β-acetoxy-17S,20S-dihydrofusidin-3,11,16,21-tetrol

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Technology Process of 3-O-TBDMS-21-O-diphenylmethylsilyl-16β-acetoxy-17S,20S-dihydrofusidin-3,11,16,21-tetrol

There total 7 articles about 3-O-TBDMS-21-O-diphenylmethylsilyl-16β-acetoxy-17S,20S-dihydrofusidin-3,11,16,21-tetrol 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: 90.0%

: 108-24-7
acetic anhydride

: 335106-44-0
3-O-TBDMS-21-O-diphenylmethylsilyl-17S,20S-dihydrofusidin-3,11,16,21-tetrol

: 335106-46-2
3-O-TBDMS-21-O-diphenylmethylsilyl-16β-acetoxy-17S,20S-dihydrofusidin-3,11,16,21-tetrol

Guidance literature:: With pyridine; at 20 ℃;
DOI:10.1021/jm010899a

Reference yield:

: 3482-49-3,4680-36-8,6990-06-3,19030-42-3,107380-53-0
fusidine

: 335106-46-2
3-O-TBDMS-21-O-diphenylmethylsilyl-16β-acetoxy-17S,20S-dihydrofusidin-3,11,16,21-tetrol

Guidance literature:: Multi-step reaction with 7 steps

1: 96 percent / aq. NaOH / ethanol / 1 h / Heating

2: 94 percent / aq. NaBH₄ / methanol / 2 h / 20 °C

3: 93 percent / 28percent aq. NaOH / ethanol / 1 h / 60 °C

4: 96 percent / imidazole / dimethylformamide

5: 100 percent / lithium aluminum hydride / tetrahydrofuran / 3 h / Heating

6: 100 percent / triethylamine / CH₂Cl₂ / 0.25 h / -25 - -20 °C

7: 90 percent / pyridine / 20 °C

With pyridine; 1H-imidazole; sodium hydroxide; sodium tetrahydroborate; lithium aluminium tetrahydride; triethylamine; In tetrahydrofuran; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm010899a

Reference yield:

: 4701-54-6
(1S,2R,4aS,4bS,5R,6aR,9aS,10aS,10bS,12aS)-2,5-dihydroxy-1,4a,10a,10b-tetramethyl-7-(4-methylpent-3-en-1-yl)-1,2,3,4,4a,4b,5,6,6a,9a,10,10a,10b,11,12,12a-hexadecahydro-8H-naphtho[2′,1′:4,5]indeno[2,1-b]-furan-8-one

: 335106-46-2
3-O-TBDMS-21-O-diphenylmethylsilyl-16β-acetoxy-17S,20S-dihydrofusidin-3,11,16,21-tetrol

Guidance literature:: Multi-step reaction with 6 steps

1: 94 percent / aq. NaBH₄ / methanol / 2 h / 20 °C

2: 93 percent / 28percent aq. NaOH / ethanol / 1 h / 60 °C

3: 96 percent / imidazole / dimethylformamide

4: 100 percent / lithium aluminum hydride / tetrahydrofuran / 3 h / Heating

5: 100 percent / triethylamine / CH₂Cl₂ / 0.25 h / -25 - -20 °C

6: 90 percent / pyridine / 20 °C

With pyridine; 1H-imidazole; sodium tetrahydroborate; lithium aluminium tetrahydride; triethylamine; In tetrahydrofuran; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm010899a