(25R)-15α-(2-acetylamino-3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranosyloxy)-3α-benzoyloxy-5α-cholestan-26-yl benzoate

Base Information

Chemical Name:(25R)-15α-(2-acetylamino-3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranosyloxy)-3α-benzoyloxy-5α-cholestan-26-yl benzoate
CAS No.:872465-37-7
Molecular Formula:C₇₀H₈₇NO₁₀
Molecular Weight:1102.46
Hs Code.:

Synonyms:(25R)-15α-(2-acetylamino-3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranosyloxy)-3α-benzoyloxy-5α-cholestan-26-yl benzoate

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Chemical Property of (25R)-15α-(2-acetylamino-3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranosyloxy)-3α-benzoyloxy-5α-cholestan-26-yl benzoate

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Technology Process of (25R)-15α-(2-acetylamino-3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranosyloxy)-3α-benzoyloxy-5α-cholestan-26-yl benzoate

There total 8 articles about (25R)-15α-(2-acetylamino-3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranosyloxy)-3α-benzoyloxy-5α-cholestan-26-yl benzoate 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:

: 872465-33-3
(25R)-5α-cholest-16-ene-3α,26-diol 3,26-dibenzoate

: 872465-37-7
(25R)-15α-(2-acetylamino-3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranosyloxy)-3α-benzoyloxy-5α-cholestan-26-yl benzoate

Guidance literature:: Multi-step reaction with 4 steps

1: 60 percent / chromium trioxide; 3,5-dimethylpyrazole / CH₂Cl₂ / 5 h / -20 °C

2: 98 percent / NaBH₄; cerium trichloride / tetrahydrofuran; methanol / 2 h / 20 °C

3: 98 percent / H₂ / Pd(OH)2/C / ethyl acetate / 3 h

4: 72 percent / AgClO₄; SnCl₂ / CH₂Cl₂ / 16 h / 0 °C

With 3,5-dimethyl-1H-pyrazole; chromium(VI) oxide; sodium tetrahydroborate; cerium(III) chloride; hydrogen; silver perchlorate; tin(ll) chloride; palladium dihydroxide; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate; 2: Luche reduction;
DOI:10.1021/jo051733a

Reference yield:

: 872465-34-4
(25R)-3α,26-dihydroxy-5α-cholest-16-en-15-one 3,26-dibenzoate

: 872465-37-7
(25R)-15α-(2-acetylamino-3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranosyloxy)-3α-benzoyloxy-5α-cholestan-26-yl benzoate

Guidance literature:: Multi-step reaction with 3 steps

1: 98 percent / NaBH₄; cerium trichloride / tetrahydrofuran; methanol / 2 h / 20 °C

2: 98 percent / H₂ / Pd(OH)2/C / ethyl acetate / 3 h

3: 72 percent / AgClO₄; SnCl₂ / CH₂Cl₂ / 16 h / 0 °C

With sodium tetrahydroborate; cerium(III) chloride; hydrogen; silver perchlorate; tin(ll) chloride; palladium dihydroxide; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate; 1: Luche reduction;
DOI:10.1021/jo051733a

Reference yield:

: 872465-35-5
(25R)-5α-cholestan-16-ene-α,15α,26-triol 3,26-dibenzoate

: 872465-37-7
(25R)-15α-(2-acetylamino-3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranosyloxy)-3α-benzoyloxy-5α-cholestan-26-yl benzoate

Guidance literature:: Multi-step reaction with 2 steps

1: 98 percent / H₂ / Pd(OH)2/C / ethyl acetate / 3 h

2: 72 percent / AgClO₄; SnCl₂ / CH₂Cl₂ / 16 h / 0 °C

With hydrogen; silver perchlorate; tin(ll) chloride; palladium dihydroxide; In dichloromethane; ethyl acetate;
DOI:10.1021/jo051733a