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

Base Information

Chemical Name:3S-[2R,3R-bis-benzyloxy-3R-methyl-5R-(triisopropylsilanyloxy)-tetrahydropyran-4-yloxy]-6R-{2R-[6R-(2,2-dimethyl-[1,3]dioxan-5-ylmethyl)-4S-methoxymethoxy-3R-(triethylsilanoxy)-tetrahydropyran-2R-yl]-1R-iodoethyl}-6S-methyltetrahydropyran-2-one
CAS No.:569661-69-4
Molecular Formula:C₅₇H₉₃IO₁₃Si₂
Molecular Weight:1169.43
Hs Code.:

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

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

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

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

There total 3 articles about 3S-[2R,3R-bis-benzyloxy-3R-methyl-5R-(triisopropylsilanyloxy)-tetrahydropyran-4-yloxy]-6R-{2R-[6R-(2,2-dimethyl-[1,3]dioxan-5-ylmethyl)-4S-methoxymethoxy-3R-(triethylsilanoxy)-tetrahydropyran-2R-yl]-1R-iodoethyl}-6S-methyltetrahydropyran-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: 92.0%

: 80522-42-5
triisopropylsilyl trifluoromethanesulfonate

: 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

: 569661-69-4
3S-[2R,3R-bis-benzyloxy-3R-methyl-5R-(triisopropylsilanyloxy)-tetrahydropyran-4-yloxy]-6R-{2R-[6R-(2,2-dimethyl-[1,3]dioxan-5-ylmethyl)-4S-methoxymethoxy-3R-(triethylsilanoxy)-tetrahydropyran-2R-yl]-1R-iodoethyl}-6S-methyltetrahydropyran-2-one

Guidance literature:: With 2,6-dimethylpyridine; In various solvent(s); at -78 ℃; for 0.25h;
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

: 569661-69-4
3S-[2R,3R-bis-benzyloxy-3R-methyl-5R-(triisopropylsilanyloxy)-tetrahydropyran-4-yloxy]-6R-{2R-[6R-(2,2-dimethyl-[1,3]dioxan-5-ylmethyl)-4S-methoxymethoxy-3R-(triethylsilanoxy)-tetrahydropyran-2R-yl]-1R-iodoethyl}-6S-methyltetrahydropyran-2-one

Guidance literature:: Multi-step reaction with 3 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

3: 92 percent / 2,6-lutidine / various solvent(s) / 0.25 h / -78 °C

With 2,6-dimethylpyridine; lithium hydroxide; N-iodo-succinimide; In tetrahydrofuran; dichloromethane;
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

: 569661-69-4
3S-[2R,3R-bis-benzyloxy-3R-methyl-5R-(triisopropylsilanyloxy)-tetrahydropyran-4-yloxy]-6R-{2R-[6R-(2,2-dimethyl-[1,3]dioxan-5-ylmethyl)-4S-methoxymethoxy-3R-(triethylsilanoxy)-tetrahydropyran-2R-yl]-1R-iodoethyl}-6S-methyltetrahydropyran-2-one

Guidance literature:: Multi-step reaction with 2 steps

1: 2.57 g / 2,6-lutidine; N-iodosuccinimide / CH₂Cl₂ / 3.5 h / 0 - 20 °C

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

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