33-(tert-butyldimethylsilyl)-24-deoxy-23-(1-hydroxy-1-phenyl-methyl)-ascomycin

Base Information

Chemical Name:33-(tert-butyldimethylsilyl)-24-deoxy-23-(1-hydroxy-1-phenyl-methyl)-ascomycin
CAS No.:307953-34-0
Molecular Formula:C₅₆H₈₉NO₁₂Si
Molecular Weight:996.408
Hs Code.:

Synonyms:33-(tert-butyldimethylsilyl)-24-deoxy-23-(1-hydroxy-1-phenyl-methyl)-ascomycin

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 33-(tert-butyldimethylsilyl)-24-deoxy-23-(1-hydroxy-1-phenyl-methyl)-ascomycin

Chemical Property:

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Technology Process of 33-(tert-butyldimethylsilyl)-24-deoxy-23-(1-hydroxy-1-phenyl-methyl)-ascomycin

There total 3 articles about 33-(tert-butyldimethylsilyl)-24-deoxy-23-(1-hydroxy-1-phenyl-methyl)-ascomycin 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: 28.0%

: 100-52-7
benzaldehyde

: 307953-32-8
33-(tert-butyldimethylsilyl)-24-deoxy-22-dihydro-22-triethylsilyl enol ether ascomycin

: 307953-34-0
33-(tert-butyldimethylsilyl)-24-deoxy-23-(1-hydroxy-1-phenyl-methyl)-ascomycin

Guidance literature:: With boron trifluoride diethyl etherate; In dichloromethane; at -78 ℃; for 0.5h;
DOI:10.1016/S0040-4020(00)00669-4

Reference yield:

: 133941-74-9
33-O-(tert-butyldimethylsilyl)-ascomycin

: 307953-34-0
33-(tert-butyldimethylsilyl)-24-deoxy-23-(1-hydroxy-1-phenyl-methyl)-ascomycin

Guidance literature:: Multi-step reaction with 3 steps

1: methanesulfonyl chloride; 4-dimethylaminopyridine

2: 55 percent / tris(triphenylphosphine)chlororhodium / benzene / 24 h / 20 °C

3: 28 percent / BF₃*Et₂O / CH₂Cl₂ / 0.5 h / -78 °C

With dmap; Wilkinson's catalyst; boron trifluoride diethyl etherate; methanesulfonyl chloride; In dichloromethane; benzene; 1: Dehydration / 2: Addition / 3: Condensation;
DOI:10.1016/S0040-4020(00)00669-4

Reference yield:

: 142498-46-2
12-{2-[4-(tert-butyl-dimethyl-silanyloxy)-3-methoxy-cyclohexyl]-1-methyl-vinyl}-17-ethyl-1-hydroxy-23,25-dimethoxy-13,19,21,27-tetramethyl-11,28-dioxa-4-aza-tricyclo[22.3.1.0^4,9]octacosa-14,18-diene-2,3,10,16-tetraone

: 307953-34-0
33-(tert-butyldimethylsilyl)-24-deoxy-23-(1-hydroxy-1-phenyl-methyl)-ascomycin

Guidance literature:: Multi-step reaction with 2 steps

1: 55 percent / tris(triphenylphosphine)chlororhodium / benzene / 24 h / 20 °C

2: 28 percent / BF₃*Et₂O / CH₂Cl₂ / 0.5 h / -78 °C

With Wilkinson's catalyst; boron trifluoride diethyl etherate; In dichloromethane; benzene; 1: Addition / 2: Condensation;
DOI:10.1016/S0040-4020(00)00669-4