3S-(2R-3R-bis-benzyloxy-5-hydroxy-3R-methyltetrahydropyran-4R-yloxy)-6S-{2-[6R-(2,2-dimethyl-[1,3]dioxan-5-ylmethyl)-4S-methoxymethoxy-3R-(triethylsilanyloxy)-tetrahydropyran-2R-yl]-1R-iodoethyl}-6S-methyl-tetrahydropyran-2-one

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Chemical Name:3S-(2R-3R-bis-benzyloxy-5-hydroxy-3R-methyltetrahydropyran-4R-yloxy)-6S-{2-[6R-(2,2-dimethyl-[1,3]dioxan-5-ylmethyl)-4S-methoxymethoxy-3R-(triethylsilanyloxy)-tetrahydropyran-2R-yl]-1R-iodoethyl}-6S-methyl-tetrahydropyran-2-one
CAS No.:569661-04-7
Molecular Formula:C₄₈H₇₃IO₁₃Si
Molecular Weight:1013.09
Hs Code.:

3S-(2R-3R-bis-benzyloxy-5-hydroxy-3R-methyltetrahydropyran-4R-yloxy)-6S-{2-[6R-(2,2-dimethyl-[1,3]dioxan-5-ylmethyl)-4S-methoxymethoxy-3R-(triethylsilanyloxy)-tetrahydropyran-2R-yl]-1R-iodoethyl}-6S-methyl-tetrahydropyran-2-one

Synonyms:3S-(2R-3R-bis-benzyloxy-5-hydroxy-3R-methyltetrahydropyran-4R-yloxy)-6S-{2-[6R-(2,2-dimethyl-[1,3]dioxan-5-ylmethyl)-4S-methoxymethoxy-3R-(triethylsilanyloxy)-tetrahydropyran-2R-yl]-1R-iodoethyl}-6S-methyl-tetrahydropyran-2-one

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Chemical Property of 3S-(2R-3R-bis-benzyloxy-5-hydroxy-3R-methyltetrahydropyran-4R-yloxy)-6S-{2-[6R-(2,2-dimethyl-[1,3]dioxan-5-ylmethyl)-4S-methoxymethoxy-3R-(triethylsilanyloxy)-tetrahydropyran-2R-yl]-1R-iodoethyl}-6S-methyl-tetrahydropyran-2-one

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Technology Process of 3S-(2R-3R-bis-benzyloxy-5-hydroxy-3R-methyltetrahydropyran-4R-yloxy)-6S-{2-[6R-(2,2-dimethyl-[1,3]dioxan-5-ylmethyl)-4S-methoxymethoxy-3R-(triethylsilanyloxy)-tetrahydropyran-2R-yl]-1R-iodoethyl}-6S-methyl-tetrahydropyran-2-one

There total 2 articles about 3S-(2R-3R-bis-benzyloxy-5-hydroxy-3R-methyltetrahydropyran-4R-yloxy)-6S-{2-[6R-(2,2-dimethyl-[1,3]dioxan-5-ylmethyl)-4S-methoxymethoxy-3R-(triethylsilanyloxy)-tetrahydropyran-2R-yl]-1R-iodoethyl}-6S-methyl-tetrahydropyran-2-one 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:

: 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

: 569661-04-7
3S-(2R-3R-bis-benzyloxy-5-hydroxy-3R-methyltetrahydropyran-4R-yloxy)-6S-{2-[6R-(2,2-dimethyl-[1,3]dioxan-5-ylmethyl)-4S-methoxymethoxy-3R-(triethylsilanyloxy)-tetrahydropyran-2R-yl]-1R-iodoethyl}-6S-methyl-tetrahydropyran-2-one

: 3S-(2R-3R-bis-benzyloxy-5-hydroxy-3R-methyltetrahydropyran-4R-yloxy)-6S-{2-[6R-(2,2-dimethyl-[1,3]dioxan-5-ylmethyl)-4S-methoxymethoxy-3R-(triethylsilanyloxy)-tetrahydropyran-2R-yl]-1S-iodoethyl}-6R-methyl-tetrahydropyran-2-one

Guidance literature:: With 2,6-dimethylpyridine; N-iodo-succinimide; In dichloromethane; at 0 - 20 ℃; for 3.5h;
DOI:10.1021/ja029225v

Reference yield:

: 569661-02-5
7R,8R-dibenzyloxy-2S-{5-[6R-(2,2-dimethyl-[1,3]dioxan-5-ylmethyl)-4S-methoxymethoxy-3R-(triethylsilanyloxy)-tetrahydropyran-2R-yl]-3-methylpent-3E-enyl}-8R-methyltetrahydropyrano[3R,4R-b][1,4]dioxin-3-one

: 569661-04-7
3S-(2R-3R-bis-benzyloxy-5-hydroxy-3R-methyltetrahydropyran-4R-yloxy)-6S-{2-[6R-(2,2-dimethyl-[1,3]dioxan-5-ylmethyl)-4S-methoxymethoxy-3R-(triethylsilanyloxy)-tetrahydropyran-2R-yl]-1R-iodoethyl}-6S-methyl-tetrahydropyran-2-one

Guidance literature:: Multi-step reaction with 2 steps

1: aq. lithium hydroxide / tetrahydrofuran / 0.33 h / 0 °C

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

With 2,6-dimethylpyridine; lithium hydroxide; N-iodo-succinimide; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ja029225v