{5R,6R-dibenzyloxy-4R-[2R-(2,2-dimethyl-[1,3]dioxan-5-ylmethyl)-4S-methoxymethoxy-5aR-methyl-9S-(1S-phenylselanylethyl)-dodecahydro-1,5,10-trioxa-cyclohepta[b]naphthalen-8S-yloxy]-5R-methyltetrahydropyran-3R-yloxy}-triisopropyl-silane

Base Information

Chemical Name:{5R,6R-dibenzyloxy-4R-[2R-(2,2-dimethyl-[1,3]dioxan-5-ylmethyl)-4S-methoxymethoxy-5aR-methyl-9S-(1S-phenylselanylethyl)-dodecahydro-1,5,10-trioxa-cyclohepta[b]naphthalen-8S-yloxy]-5R-methyltetrahydropyran-3R-yloxy}-triisopropyl-silane
CAS No.:569661-06-9
Molecular Formula:C₅₉H₈₈O₁₂SeSi
Molecular Weight:1096.39
Hs Code.:

{5R,6R-dibenzyloxy-4R-[2R-(2,2-dimethyl-[1,3]dioxan-5-ylmethyl)-4S-methoxymethoxy-5aR-methyl-9S-(1S-phenylselanylethyl)-dodecahydro-1,5,10-trioxa-cyclohepta[b]naphthalen-8S-yloxy]-5R-methyltetrahydropyran-3R-yloxy}-triisopropyl-silane

Synonyms:{5R,6R-dibenzyloxy-4R-[2R-(2,2-dimethyl-[1,3]dioxan-5-ylmethyl)-4S-methoxymethoxy-5aR-methyl-9S-(1S-phenylselanylethyl)-dodecahydro-1,5,10-trioxa-cyclohepta[b]naphthalen-8S-yloxy]-5R-methyltetrahydropyran-3R-yloxy}-triisopropyl-silane

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Chemical Property of {5R,6R-dibenzyloxy-4R-[2R-(2,2-dimethyl-[1,3]dioxan-5-ylmethyl)-4S-methoxymethoxy-5aR-methyl-9S-(1S-phenylselanylethyl)-dodecahydro-1,5,10-trioxa-cyclohepta[b]naphthalen-8S-yloxy]-5R-methyltetrahydropyran-3R-yloxy}-triisopropyl-silane

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Technology Process of {5R,6R-dibenzyloxy-4R-[2R-(2,2-dimethyl-[1,3]dioxan-5-ylmethyl)-4S-methoxymethoxy-5aR-methyl-9S-(1S-phenylselanylethyl)-dodecahydro-1,5,10-trioxa-cyclohepta[b]naphthalen-8S-yloxy]-5R-methyltetrahydropyran-3R-yloxy}-triisopropyl-silane

There total 10 articles about {5R,6R-dibenzyloxy-4R-[2R-(2,2-dimethyl-[1,3]dioxan-5-ylmethyl)-4S-methoxymethoxy-5aR-methyl-9S-(1S-phenylselanylethyl)-dodecahydro-1,5,10-trioxa-cyclohepta[b]naphthalen-8S-yloxy]-5R-methyltetrahydropyran-3R-yloxy}-triisopropyl-silane 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: 83.0%

: 71098-88-9
N-phenylselanylphthalimide

: 569660-79-3
2R-(3S-{3S-[2R,3R-bis-benzyloxy-3R-methyl-5R-(triisopropylsilanyloxy)-tetrahydropyran-4R-yloxy]-hex-4Z-enyl}-3S-methyloxiranylmethyl)-6R-(2,2-dimethyl-[1,3]dioxan-5-ylmethyl)-4S-methoxymethoxytetrahydropyran-3R-ol

: 569661-06-9
{5R,6R-dibenzyloxy-4R-[2R-(2,2-dimethyl-[1,3]dioxan-5-ylmethyl)-4S-methoxymethoxy-5aR-methyl-9S-(1S-phenylselanylethyl)-dodecahydro-1,5,10-trioxa-cyclohepta[b]naphthalen-8S-yloxy]-5R-methyltetrahydropyran-3R-yloxy}-triisopropyl-silane

Guidance literature:: In various solvent(s); at 0 ℃; for 1.33333h;
DOI:10.1021/ja029225v

Reference yield:

: 80522-42-5
triisopropylsilyl trifluoromethanesulfonate

: 569661-06-9
{5R,6R-dibenzyloxy-4R-[2R-(2,2-dimethyl-[1,3]dioxan-5-ylmethyl)-4S-methoxymethoxy-5aR-methyl-9S-(1S-phenylselanylethyl)-dodecahydro-1,5,10-trioxa-cyclohepta[b]naphthalen-8S-yloxy]-5R-methyltetrahydropyran-3R-yloxy}-triisopropyl-silane

Guidance literature:: Multi-step reaction with 6 steps

1.1: 92 percent / 2,6-lutidine / various solvent(s) / 0.25 h / -78 °C

2.1: CH₂Cl₂; methanol / 25 h / -30 °C

3.1: LiAlH₄ / tetrahydrofuran / 0.75 h / -78 °C

4.1: oxalyl chloride; dimethylsulfoxide; diisopropylethylamine / CH₂Cl₂ / -78 - 0 °C

5.1: sodium hexamethyldisilazide / tetrahydrofuran / 0.5 h / 0 °C

5.2: 18 percent / DMPU / tetrahydrofuran / 1.5 h / -78 - 20 °C

6.1: 83 percent / various solvent(s) / 1.33 h / 0 °C

With 2,6-dimethylpyridine; lithium aluminium tetrahydride; oxalyl dichloride; sodium hexamethyldisilazane; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; dichloromethane; 4.1: Swern oxidation;
DOI:10.1021/ja029225v

Reference yield:

: 569661-65-0
2S-(2R,3R-bis-benzyloxy-5R-hydroxy-3R-methyl-tetrahydro-pyran-4R-yloxy)-7-[6R-(2,2-dimethyl-[1,3]dioxan-5-ylmethyl)-4S-methoxymethoxy-3R-(triethylsilanyloxoy)-tetrahydropyran-2R-yl]-5-methylhept-5E-enoic acid

: 569661-06-9
{5R,6R-dibenzyloxy-4R-[2R-(2,2-dimethyl-[1,3]dioxan-5-ylmethyl)-4S-methoxymethoxy-5aR-methyl-9S-(1S-phenylselanylethyl)-dodecahydro-1,5,10-trioxa-cyclohepta[b]naphthalen-8S-yloxy]-5R-methyltetrahydropyran-3R-yloxy}-triisopropyl-silane

Guidance literature:: Multi-step reaction with 7 steps

1.1: 2.57 g / 2,6-lutidine; N-iodosuccinimide / CH₂Cl₂ / 3.5 h / 0 - 20 °C

2.1: 92 percent / 2,6-lutidine / various solvent(s) / 0.25 h / -78 °C

3.1: CH₂Cl₂; methanol / 25 h / -30 °C

4.1: LiAlH₄ / tetrahydrofuran / 0.75 h / -78 °C

5.1: oxalyl chloride; dimethylsulfoxide; diisopropylethylamine / CH₂Cl₂ / -78 - 0 °C

6.1: sodium hexamethyldisilazide / tetrahydrofuran / 0.5 h / 0 °C

6.2: 18 percent / DMPU / tetrahydrofuran / 1.5 h / -78 - 20 °C

7.1: 83 percent / various solvent(s) / 1.33 h / 0 °C

With 2,6-dimethylpyridine; N-iodo-succinimide; lithium aluminium tetrahydride; oxalyl dichloride; sodium hexamethyldisilazane; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; dichloromethane; 5.1: Swern oxidation;
DOI:10.1021/ja029225v