22-benzyloxy-6β-methoxy-3α,5α-cyclocholestane-16β,17α-diol 16-O-{O-[3,4-di-O-triethylsilyl-2-O-(4-methoxybenzoyl)-β-D-xylopyranosyl]-(1->3)-2-O-acetyl-4-O-triethylsilyl-α-L-arabinopyranoside}

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Chemical Name:22-benzyloxy-6β-methoxy-3α,5α-cyclocholestane-16β,17α-diol 16-O-{O-[3,4-di-O-triethylsilyl-2-O-(4-methoxybenzoyl)-β-D-xylopyranosyl]-(1->3)-2-O-acetyl-4-O-triethylsilyl-α-L-arabinopyranoside}
CAS No.:478286-96-3
Molecular Formula:C₇₃H₁₂₀O₁₅Si₃
Molecular Weight:1322
Hs Code.:

22-benzyloxy-6β-methoxy-3α,5α-cyclocholestane-16β,17α-diol 16-O-{O-[3,4-di-O-triethylsilyl-2-O-(4-methoxybenzoyl)-β-D-xylopyranosyl]-(1->3)-2-O-acetyl-4-O-triethylsilyl-α-L-arabinopyranoside}

Synonyms:22-benzyloxy-6β-methoxy-3α,5α-cyclocholestane-16β,17α-diol 16-O-{O-[3,4-di-O-triethylsilyl-2-O-(4-methoxybenzoyl)-β-D-xylopyranosyl]-(1->3)-2-O-acetyl-4-O-triethylsilyl-α-L-arabinopyranoside}

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Chemical Property of 22-benzyloxy-6β-methoxy-3α,5α-cyclocholestane-16β,17α-diol 16-O-{O-[3,4-di-O-triethylsilyl-2-O-(4-methoxybenzoyl)-β-D-xylopyranosyl]-(1->3)-2-O-acetyl-4-O-triethylsilyl-α-L-arabinopyranoside}

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Technology Process of 22-benzyloxy-6β-methoxy-3α,5α-cyclocholestane-16β,17α-diol 16-O-{O-[3,4-di-O-triethylsilyl-2-O-(4-methoxybenzoyl)-β-D-xylopyranosyl]-(1->3)-2-O-acetyl-4-O-triethylsilyl-α-L-arabinopyranoside}

There total 5 articles about 22-benzyloxy-6β-methoxy-3α,5α-cyclocholestane-16β,17α-diol 16-O-{O-[3,4-di-O-triethylsilyl-2-O-(4-methoxybenzoyl)-β-D-xylopyranosyl]-(1->3)-2-O-acetyl-4-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: 59.0%

: 478286-86-1
22-benzyloxy-6β-methoxy-3α,5α-cyclocholestane-16β,17α-diol

: 2-O-(4-methoxybenzoyl)-3,4-di-O-triethylsilyl-β-D-xylopyranosyl-(1->3)-2'-O-acetyl-4'-O-triethylsilyl-α-L-arabinopyranosyl trichloroacetimidate

: 478286-96-3
22-benzyloxy-6β-methoxy-3α,5α-cyclocholestane-16β,17α-diol 16-O-{O-[3,4-di-O-triethylsilyl-2-O-(4-methoxybenzoyl)-β-D-xylopyranosyl]-(1->3)-2-O-acetyl-4-O-triethylsilyl-α-L-arabinopyranoside}

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; In dichloromethane; at -68 ℃; for 0.5h;
DOI:10.1016/S0008-6215(02)00126-X

Reference yield:

: 7488-31-5
isoamyl lithium

: 478286-96-3
22-benzyloxy-6β-methoxy-3α,5α-cyclocholestane-16β,17α-diol 16-O-{O-[3,4-di-O-triethylsilyl-2-O-(4-methoxybenzoyl)-β-D-xylopyranosyl]-(1->3)-2-O-acetyl-4-O-triethylsilyl-α-L-arabinopyranoside}

Guidance literature:: Multi-step reaction with 4 steps

1.1: LiAlH₄

2.1: NaH / tetrahydrofuran / 0.25 h / 0 °C

2.2: 40 percent / Bu₄N⁽¹⁺⁾*I^(1-) / tetrahydrofuran / 1.5 h / Heating

3.1: 59 percent / TMSOTf; 4 Angstroem molecular sieves / CH₂Cl₂ / 0.5 h / -68 °C

With lithium aluminium tetrahydride; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; sodium hydride; In tetrahydrofuran; dichloromethane;
DOI:10.1016/S0008-6215(02)00126-X

Reference yield:

: 285979-64-8
(20S)-6β-methoxy-17α-hydroxy-3α,5α-cyclopregnane-20,16β-carbolactone

: 478286-96-3
22-benzyloxy-6β-methoxy-3α,5α-cyclocholestane-16β,17α-diol 16-O-{O-[3,4-di-O-triethylsilyl-2-O-(4-methoxybenzoyl)-β-D-xylopyranosyl]-(1->3)-2-O-acetyl-4-O-triethylsilyl-α-L-arabinopyranoside}

Guidance literature:: Multi-step reaction with 4 steps

1.1: LiAlH₄

2.1: NaH / tetrahydrofuran / 0.25 h / 0 °C

2.2: 40 percent / Bu₄N⁽¹⁺⁾*I^(1-) / tetrahydrofuran / 1.5 h / Heating

3.1: 59 percent / TMSOTf; 4 Angstroem molecular sieves / CH₂Cl₂ / 0.5 h / -68 °C

With lithium aluminium tetrahydride; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; sodium hydride; In tetrahydrofuran; dichloromethane;
DOI:10.1016/S0008-6215(02)00126-X