(1R,6S,7R,8R,8aR)-1-(benzyloxy)-8-(dimethylphenylsilyl)octahydro-6,7-indolizindiol

Base Information

Chemical Name:(1R,6S,7R,8R,8aR)-1-(benzyloxy)-8-(dimethylphenylsilyl)octahydro-6,7-indolizindiol
CAS No.:268202-15-9
Molecular Formula:C₂₃H₂₉NO₄Si
Molecular Weight:411.573
Hs Code.:

Synonyms:(1R,6S,7R,8R,8aR)-1-(benzyloxy)-8-(dimethylphenylsilyl)octahydro-6,7-indolizindiol

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Chemical Property of (1R,6S,7R,8R,8aR)-1-(benzyloxy)-8-(dimethylphenylsilyl)octahydro-6,7-indolizindiol

Chemical Property:

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Technology Process of (1R,6S,7R,8R,8aR)-1-(benzyloxy)-8-(dimethylphenylsilyl)octahydro-6,7-indolizindiol

There total 2 articles about (1R,6S,7R,8R,8aR)-1-(benzyloxy)-8-(dimethylphenylsilyl)octahydro-6,7-indolizindiol 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:

: Benzoic acid (2R,3R,3aR,4R,6R)-3-(dimethyl-phenyl-silanyl)-2-((S)-2,2-dioxo-2λ⁶-[1,3,2]dioxathiolan-4-yl)-6-((1S,2R)-2-phenyl-cyclohexyloxy)-hexahydro-isoxazolo[2,3-b][1,2]oxazin-4-yl ester

: (1R,2R,3R,7R,7aR)-7-(benzyloxy)-1-(dimethylphenylsilyl)hexahydro-3-hydroxymethyl-1H-pyrrolizin-2-ol

: 268202-15-9
(1R,6S,7R,8R,8aR)-1-(benzyloxy)-8-(dimethylphenylsilyl)octahydro-6,7-indolizindiol

Guidance literature:: Benzoic acid (2R,3R,3aR,4R,6R)-3-(dimethyl-phenyl-silanyl)-2-((S)-2,2-dioxo-2λ⁶-[1,3,2]dioxathiolan-4-yl)-6-((1S,2R)-2-phenyl-cyclohexyloxy)-hexahydro-isoxazolo[2,3-b][1,2]oxazin-4-yl ester; With hydrogen; Ra-Ni; In methanol; for 36h; under 8274.59 Torr;

With sulfuric acid; In tetrahydrofuran; Further stages.;
DOI:10.1021/jo991990d

Reference yield:

: 268202-17-1
Benzoic acid (2R,3R,3aR,4R,6R)-3-(dimethyl-phenyl-silanyl)-2-[(S)-1-hydroxy-2-(toluene-4-sulfonyloxy)-ethyl]-6-((1S,2R)-2-phenyl-cyclohexyloxy)-hexahydro-isoxazolo[2,3-b][1,2]oxazin-4-yl ester

: (1R,2R,3R,7R,7aR)-7-(benzyloxy)-1-(dimethylphenylsilyl)hexahydro-3-hydroxymethyl-1H-pyrrolizin-2-ol

: 268202-15-9
(1R,6S,7R,8R,8aR)-1-(benzyloxy)-8-(dimethylphenylsilyl)octahydro-6,7-indolizindiol

Guidance literature:: With hydrogen; Ra-Ni; In methanol; for 36h; under 13446.2 Torr;
DOI:10.1021/jo991990d

Reference yield:

: 268202-15-9
(1R,6S,7R,8R,8aR)-1-(benzyloxy)-8-(dimethylphenylsilyl)octahydro-6,7-indolizindiol

: 89955-60-2
1-epi-castanospermine

Guidance literature:: Multi-step reaction with 2 steps

1.1: Hg(O₂CCF₃)2; trifluoroacetic acid; HOAc / CHCl₃ / 1 h / 20 °C

1.2: peracetic acid / acetic acid; CHCl₃ / 17 h / 50 °C

2.1: 35.9 mg / H₂ / 10percent Pd/C / methanol; acetic acid / 18 h / 20 °C / 760.05 Torr

With hydrogen; mercury(II) trifluoroacetate; acetic acid; trifluoroacetic acid; 10percent Pd/C; In methanol; chloroform; acetic acid; 1.1: dephenylation / 1.2: Oxidation / 2.1: Reduction;
DOI:10.1021/jo991990d