(R)-4-[(2R,4S,6S)-4-Benzyloxy-6-methoxy-5,5-dimethyl-6-((2S,6R)-6-vinyl-tetrahydro-pyran-2-ylmethyl)-tetrahydro-pyran-2-yl]-3-(2-trimethylsilanyl-ethoxymethoxy)-butyric acid

Base Information

Chemical Name:(R)-4-[(2R,4S,6S)-4-Benzyloxy-6-methoxy-5,5-dimethyl-6-((2S,6R)-6-vinyl-tetrahydro-pyran-2-ylmethyl)-tetrahydro-pyran-2-yl]-3-(2-trimethylsilanyl-ethoxymethoxy)-butyric acid
CAS No.:884345-60-2
Molecular Formula:C₃₃H₅₄O₈Si
Molecular Weight:606.872
Hs Code.:

(R)-4-[(2R,4S,6S)-4-Benzyloxy-6-methoxy-5,5-dimethyl-6-((2S,6R)-6-vinyl-tetrahydro-pyran-2-ylmethyl)-tetrahydro-pyran-2-yl]-3-(2-trimethylsilanyl-ethoxymethoxy)-butyric acid

Synonyms:(R)-4-[(2R,4S,6S)-4-Benzyloxy-6-methoxy-5,5-dimethyl-6-((2S,6R)-6-vinyl-tetrahydro-pyran-2-ylmethyl)-tetrahydro-pyran-2-yl]-3-(2-trimethylsilanyl-ethoxymethoxy)-butyric acid

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Chemical Property of (R)-4-[(2R,4S,6S)-4-Benzyloxy-6-methoxy-5,5-dimethyl-6-((2S,6R)-6-vinyl-tetrahydro-pyran-2-ylmethyl)-tetrahydro-pyran-2-yl]-3-(2-trimethylsilanyl-ethoxymethoxy)-butyric acid

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Technology Process of (R)-4-[(2R,4S,6S)-4-Benzyloxy-6-methoxy-5,5-dimethyl-6-((2S,6R)-6-vinyl-tetrahydro-pyran-2-ylmethyl)-tetrahydro-pyran-2-yl]-3-(2-trimethylsilanyl-ethoxymethoxy)-butyric acid

There total 5 articles about (R)-4-[(2R,4S,6S)-4-Benzyloxy-6-methoxy-5,5-dimethyl-6-((2S,6R)-6-vinyl-tetrahydro-pyran-2-ylmethyl)-tetrahydro-pyran-2-yl]-3-(2-trimethylsilanyl-ethoxymethoxy)-butyric acid 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: 94.0%

: (R)-4-[(2R,4S,6S)-4-Benzyloxy-6-methoxy-5,5-dimethyl-6-((2S,6R)-6-vinyl-tetrahydro-pyran-2-ylmethyl)-tetrahydro-pyran-2-yl]-3-(2-trimethylsilanyl-ethoxymethoxy)-butyraldehyde

: 884345-60-2
(R)-4-[(2R,4S,6S)-4-Benzyloxy-6-methoxy-5,5-dimethyl-6-((2S,6R)-6-vinyl-tetrahydro-pyran-2-ylmethyl)-tetrahydro-pyran-2-yl]-3-(2-trimethylsilanyl-ethoxymethoxy)-butyric acid

Guidance literature:: With sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; In tert-butyl alcohol;
DOI:10.1016/j.tetlet.2006.01.097

Reference yield:

: (S)-4-[(2R,4S,6S)-4-Benzyloxy-6-methoxy-5,5-dimethyl-6-((2S,6R)-6-vinyl-tetrahydro-pyran-2-ylmethyl)-tetrahydro-pyran-2-yl]-3-(2-trimethylsilanyl-ethoxymethoxy)-butan-1-ol

: 884345-60-2
(R)-4-[(2R,4S,6S)-4-Benzyloxy-6-methoxy-5,5-dimethyl-6-((2S,6R)-6-vinyl-tetrahydro-pyran-2-ylmethyl)-tetrahydro-pyran-2-yl]-3-(2-trimethylsilanyl-ethoxymethoxy)-butyric acid

Guidance literature:: Multi-step reaction with 2 steps

1: Dess-Martin periodinane

2: 94 percent / NaClO₂; NaH₂PO₄; 2-methylbut-2-ene / 2-methyl-propan-2-ol

With sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; Dess-Martin periodane; In tert-butyl alcohol; 1: Dess-Martin oxidation;
DOI:10.1016/j.tetlet.2006.01.097

Reference yield:

: 884345-58-8
(S)-1-[(2R,4S,6S)-4-Benzyloxy-6-methoxy-5,5-dimethyl-6-((2S,6R)-6-vinyl-tetrahydro-pyran-2-ylmethyl)-tetrahydro-pyran-2-yl]-4-(tert-butyl-diphenyl-silanyloxy)-butan-2-ol

: 884345-60-2
(R)-4-[(2R,4S,6S)-4-Benzyloxy-6-methoxy-5,5-dimethyl-6-((2S,6R)-6-vinyl-tetrahydro-pyran-2-ylmethyl)-tetrahydro-pyran-2-yl]-3-(2-trimethylsilanyl-ethoxymethoxy)-butyric acid

Guidance literature:: Multi-step reaction with 4 steps

1: 80 percent / iPr₂NEt; DMAP

2: TBAF*THF

3: Dess-Martin periodinane

4: 94 percent / NaClO₂; NaH₂PO₄; 2-methylbut-2-ene / 2-methyl-propan-2-ol

With dmap; sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; tetrabutyl ammonium fluoride; Dess-Martin periodane; N-ethyl-N,N-diisopropylamine; In tert-butyl alcohol; 3: Dess-Martin oxidation;
DOI:10.1016/j.tetlet.2006.01.097