diosgenin-3-yl 2-O-(4-methoxybenzoyl)-3,4-di-O-triethylsilyl-β-D-xylopyranosyl-(1->4)-2-O-acetyl-3-O-triethylsilyl-α-L-arabinopyranoside

Base Information

Chemical Name:diosgenin-3-yl 2-O-(4-methoxybenzoyl)-3,4-di-O-triethylsilyl-β-D-xylopyranosyl-(1->4)-2-O-acetyl-3-O-triethylsilyl-α-L-arabinopyranoside
CAS No.:321125-17-1
Molecular Formula:C₆₅H₁₀₈O₁₄Si₃
Molecular Weight:1197.82
Hs Code.:

Synonyms:diosgenin-3-yl 2-O-(4-methoxybenzoyl)-3,4-di-O-triethylsilyl-β-D-xylopyranosyl-(1->4)-2-O-acetyl-3-O-triethylsilyl-α-L-arabinopyranoside

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Chemical Property of diosgenin-3-yl 2-O-(4-methoxybenzoyl)-3,4-di-O-triethylsilyl-β-D-xylopyranosyl-(1->4)-2-O-acetyl-3-O-triethylsilyl-α-L-arabinopyranoside

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Technology Process of diosgenin-3-yl 2-O-(4-methoxybenzoyl)-3,4-di-O-triethylsilyl-β-D-xylopyranosyl-(1->4)-2-O-acetyl-3-O-triethylsilyl-α-L-arabinopyranoside

There total 6 articles about diosgenin-3-yl 2-O-(4-methoxybenzoyl)-3,4-di-O-triethylsilyl-β-D-xylopyranosyl-(1->4)-2-O-acetyl-3-O-triethylsilyl-α-L-arabinopyranoside 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: 50.0%

: 321125-13-7
phenyl 2-O-(4-methoxybenzoyl)-3,4-di-O-triethylsilyl-β-D-xylopyranosyl-(1->4)-2-O-acetyl-1-thio-3-O-triethylsilyl-α-L-arabinopyranoside

: 512-04-9
diosgenin

: 321125-17-1
diosgenin-3-yl 2-O-(4-methoxybenzoyl)-3,4-di-O-triethylsilyl-β-D-xylopyranosyl-(1->4)-2-O-acetyl-3-O-triethylsilyl-α-L-arabinopyranoside

Guidance literature:: With N-iodo-succinimide; 4 Angstroem MS; silver trifluoromethanesulfonate; In dichloromethane; toluene; at -20 ℃;
DOI:10.1016/S0008-6215(00)00225-1

Reference yield:

: 994-30-9
triethylsilyl chloride

: 321125-17-1
diosgenin-3-yl 2-O-(4-methoxybenzoyl)-3,4-di-O-triethylsilyl-β-D-xylopyranosyl-(1->4)-2-O-acetyl-3-O-triethylsilyl-α-L-arabinopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 100 percent / imidazole; DMAP / dimethylformamide / 1 h / 20 °C

2: 50 percent / 4 Angstroem MS; NIS; AgOTf / CH₂Cl₂; toluene / -20 °C

With 1H-imidazole; dmap; N-iodo-succinimide; 4 Angstroem MS; silver trifluoromethanesulfonate; In dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1016/S0008-6215(00)00225-1

Reference yield:

: 153984-54-4
phenyl 3,4-O-isopropylidene-1-thio-α-L-arabinopyranoside

: 321125-17-1
diosgenin-3-yl 2-O-(4-methoxybenzoyl)-3,4-di-O-triethylsilyl-β-D-xylopyranosyl-(1->4)-2-O-acetyl-3-O-triethylsilyl-α-L-arabinopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1.1: 74 percent / pyridine / 20 °C

2.1: 98 percent / acetic acid; H₂O / 1 h / 70 °C

3.1: 4 Angstroem MS / CH₂Cl₂ / 0.33 h / 20 °C

3.2: 80 percent / BF₃*OEt₂ / CH₂Cl₂ / 0.67 h / -78 °C

4.1: 100 percent / imidazole; DMAP / dimethylformamide / 1 h / 20 °C

5.1: 50 percent / 4 Angstroem MS; NIS; AgOTf / CH₂Cl₂; toluene / -20 °C

With 1H-imidazole; dmap; N-iodo-succinimide; 4 Angstroem MS; silver trifluoromethanesulfonate; In pyridine; dichloromethane; water; acetic acid; N,N-dimethyl-formamide; toluene;
DOI:10.1016/S0008-6215(00)00225-1