(4S,6S)-4-[(2R,4S,6R)-4-(tert-Butyl-dimethyl-silanyloxy)-6-iodomethyl-2-methoxy-4-methyl-tetrahydro-pyran-2-ylmethyl]-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxane

Base Information

Chemical Name:(4S,6S)-4-[(2R,4S,6R)-4-(tert-Butyl-dimethyl-silanyloxy)-6-iodomethyl-2-methoxy-4-methyl-tetrahydro-pyran-2-ylmethyl]-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxane
CAS No.:329359-30-0
Molecular Formula:C₃₉H₆₃IO₆Si₂
Molecular Weight:811.001
Hs Code.:

(4S,6S)-4-[(2R,4S,6R)-4-(tert-Butyl-dimethyl-silanyloxy)-6-iodomethyl-2-methoxy-4-methyl-tetrahydro-pyran-2-ylmethyl]-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxane

Synonyms:(4S,6S)-4-[(2R,4S,6R)-4-(tert-Butyl-dimethyl-silanyloxy)-6-iodomethyl-2-methoxy-4-methyl-tetrahydro-pyran-2-ylmethyl]-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxane

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Chemical Property of (4S,6S)-4-[(2R,4S,6R)-4-(tert-Butyl-dimethyl-silanyloxy)-6-iodomethyl-2-methoxy-4-methyl-tetrahydro-pyran-2-ylmethyl]-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxane

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Technology Process of (4S,6S)-4-[(2R,4S,6R)-4-(tert-Butyl-dimethyl-silanyloxy)-6-iodomethyl-2-methoxy-4-methyl-tetrahydro-pyran-2-ylmethyl]-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxane

There total 4 articles about (4S,6S)-4-[(2R,4S,6R)-4-(tert-Butyl-dimethyl-silanyloxy)-6-iodomethyl-2-methoxy-4-methyl-tetrahydro-pyran-2-ylmethyl]-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxane 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: 99.0%

: 329359-32-2
Toluene-4-sulfonic acid (2R,4S,6R)-4-(tert-butyl-dimethyl-silanyloxy)-6-{(4S,6S)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-ylmethyl}-6-methoxy-4-methyl-tetrahydro-pyran-2-ylmethyl ester

: 329359-30-0
(4S,6S)-4-[(2R,4S,6R)-4-(tert-Butyl-dimethyl-silanyloxy)-6-iodomethyl-2-methoxy-4-methyl-tetrahydro-pyran-2-ylmethyl]-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxane

Guidance literature:: With lithium iodide; In acetonitrile; at 70 ℃;
DOI:10.1002/1521-3773(20010105)40:1<191::AID-ANIE191>3.0.CO;2-C

Reference yield: 99.0%

: 329359-58-2
C₄₆H₇₀O₉SSi₂

: 329359-30-0
(4S,6S)-4-[(2R,4S,6R)-4-(tert-Butyl-dimethyl-silanyloxy)-6-iodomethyl-2-methoxy-4-methyl-tetrahydro-pyran-2-ylmethyl]-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxane

Guidance literature:: With lithium iodide; In acetonitrile; at 70 ℃; for 5h; Inert atmosphere;
DOI:10.1016/j.tet.2009.04.001

Reference yield:

: Toluene-4-sulfonic acid (2R,4R)-4-(tert-butyl-dimethyl-silanyloxy)-5-(2-{(4R,6R)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-ylmethyl}-[1,3]dithian-2-yl)-2-hydroxy-4-methyl-pentyl ester

: 329359-30-0
(4S,6S)-4-[(2R,4S,6R)-4-(tert-Butyl-dimethyl-silanyloxy)-6-iodomethyl-2-methoxy-4-methyl-tetrahydro-pyran-2-ylmethyl]-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxane

Guidance literature:: Multi-step reaction with 2 steps

1.1: Hg(ClO₄)2; 2,6-lutidine / tetrahydrofuran / 0 °C

1.2: HClO₄ / methanol; CH₂Cl₂ / 0 °C

2.1: 99 percent / LiI / acetonitrile / 70 °C

With 2,6-dimethylpyridine; mercury(II) perchlorate; lithium iodide; In tetrahydrofuran; acetonitrile;
DOI:10.1002/1521-3773(20010105)40:1<191::AID-ANIE191>3.0.CO;2-C