benzyl 3-acetyl-α-trioxacarcinoside B

Base Information

Chemical Name:benzyl 3-acetyl-α-trioxacarcinoside B
CAS No.:1336914-66-9
Molecular Formula:C₁₇H₂₂O₆
Molecular Weight:322.358
Hs Code.:

Synonyms:benzyl 3-acetyl-α-trioxacarcinoside B

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Chemical Property of benzyl 3-acetyl-α-trioxacarcinoside B

Chemical Property:

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Technology Process of benzyl 3-acetyl-α-trioxacarcinoside B

There total 11 articles about benzyl 3-acetyl-α-trioxacarcinoside B 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:

: C₁₇H₂₂O₉S

: 1336914-66-9
benzyl 3-acetyl-α-trioxacarcinoside B

Guidance literature:: With sulfuric acid; water; In tetrahydrofuran; at 23 ℃; for 1h; Inert atmosphere;
DOI:10.1021/ol202315m

Reference yield:

: 865484-73-7
tert-butyl ((2S,6S)-6-methyl-5-oxo-5,6-dihydro-2H-pyran-2-yl) carbonate

: 1336914-66-9
benzyl 3-acetyl-α-trioxacarcinoside B

Guidance literature:: Multi-step reaction with 10 steps

1: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; triphenylphosphine / dichloromethane / 4 h / Inert atmosphere; Cooling with ice

2: L-Selectride / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere

3: tetrahydrofuran / 4.08 h / -78 - -25 °C / Inert atmosphere

4: tetrakis(triphenylphosphine) palladium⁽⁰⁾; lithium chloride / tetrahydrofuran / 23 - 80 °C / Inert atmosphere

5: hydrogenchloride; water; sodium hydroxide / Inert atmosphere

6: osmium(VIII) oxide; water; 4-methylmorpholine N-oxide / acetone; tert-butyl alcohol / 72 h / 0 - 23 °C / Inert atmosphere

7: thionyl chloride; triethylamine / dichloromethane / 0.5 h / 0 °C / Inert atmosphere

8: sodium periodate; ruthenium trichloride / tetrachloromethane; water; acetonitrile / 1 h / Inert atmosphere; Cooling with ice

9: N,N-dimethyl-formamide / 4.25 h / 23 - 50 °C / Inert atmosphere

10: sulfuric acid; water / tetrahydrofuran / 1 h / 23 °C / Inert atmosphere

With hydrogenchloride; ruthenium trichloride; sodium periodate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; osmium(VIII) oxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; thionyl chloride; sulfuric acid; water; L-Selectride; 4-methylmorpholine N-oxide; triethylamine; triphenylphosphine; lithium chloride; sodium hydroxide; In tetrahydrofuran; tetrachloromethane; dichloromethane; water; N,N-dimethyl-formamide; acetone; acetonitrile; tert-butyl alcohol;
DOI:10.1021/ol202315m

Reference yield:

: 1336914-60-3
C₁₅H₁₈O₃

: 1336914-66-9
benzyl 3-acetyl-α-trioxacarcinoside B

Guidance literature:: Multi-step reaction with 5 steps

1: osmium(VIII) oxide; water; 4-methylmorpholine N-oxide / acetone; tert-butyl alcohol / 72 h / 0 - 23 °C / Inert atmosphere

2: thionyl chloride; triethylamine / dichloromethane / 0.5 h / 0 °C / Inert atmosphere

3: sodium periodate; ruthenium trichloride / tetrachloromethane; water; acetonitrile / 1 h / Inert atmosphere; Cooling with ice

4: N,N-dimethyl-formamide / 4.25 h / 23 - 50 °C / Inert atmosphere

5: sulfuric acid; water / tetrahydrofuran / 1 h / 23 °C / Inert atmosphere

With ruthenium trichloride; sodium periodate; osmium(VIII) oxide; thionyl chloride; sulfuric acid; water; 4-methylmorpholine N-oxide; triethylamine; In tetrahydrofuran; tetrachloromethane; dichloromethane; water; N,N-dimethyl-formamide; acetone; acetonitrile; tert-butyl alcohol;
DOI:10.1021/ol202315m