4-((2R,4R,6R)-4-(tert-Butyl-dimethyl-silanyloxy)-6-{(2R,6R)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-4-methylene-tetrahydro-pyran-2-ylmethyl}-tetrahydro-pyran-2-yl)-2-(4-methoxy-benzyloxymethyl)-oxazole

Base Information

Chemical Name:4-((2R,4R,6R)-4-(tert-Butyl-dimethyl-silanyloxy)-6-{(2R,6R)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-4-methylene-tetrahydro-pyran-2-ylmethyl}-tetrahydro-pyran-2-yl)-2-(4-methoxy-benzyloxymethyl)-oxazole
CAS No.:250355-97-6
Molecular Formula:C₄₈H₆₇NO₇Si₂
Molecular Weight:826.233
Hs Code.:

4-((2R,4R,6R)-4-(tert-Butyl-dimethyl-silanyloxy)-6-{(2R,6R)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-4-methylene-tetrahydro-pyran-2-ylmethyl}-tetrahydro-pyran-2-yl)-2-(4-methoxy-benzyloxymethyl)-oxazole

Synonyms:4-((2R,4R,6R)-4-(tert-Butyl-dimethyl-silanyloxy)-6-{(2R,6R)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-4-methylene-tetrahydro-pyran-2-ylmethyl}-tetrahydro-pyran-2-yl)-2-(4-methoxy-benzyloxymethyl)-oxazole

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Chemical Property of 4-((2R,4R,6R)-4-(tert-Butyl-dimethyl-silanyloxy)-6-{(2R,6R)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-4-methylene-tetrahydro-pyran-2-ylmethyl}-tetrahydro-pyran-2-yl)-2-(4-methoxy-benzyloxymethyl)-oxazole

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Technology Process of 4-((2R,4R,6R)-4-(tert-Butyl-dimethyl-silanyloxy)-6-{(2R,6R)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-4-methylene-tetrahydro-pyran-2-ylmethyl}-tetrahydro-pyran-2-yl)-2-(4-methoxy-benzyloxymethyl)-oxazole

There total 31 articles about 4-((2R,4R,6R)-4-(tert-Butyl-dimethyl-silanyloxy)-6-{(2R,6R)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-4-methylene-tetrahydro-pyran-2-ylmethyl}-tetrahydro-pyran-2-yl)-2-(4-methoxy-benzyloxymethyl)-oxazole 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: 98.0%

: 250355-96-5
(2S,4R,6R)-2-{(2R,6R)-6-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-4-methylene-tetrahydro-pyran-2-ylmethyl}-6-[2-(4-methoxy-benzyloxymethyl)-oxazol-4-yl]-tetrahydro-pyran-4-ol

: 69739-34-0
t-butyldimethylsiyl triflate

: 250355-97-6
4-((2R,4R,6R)-4-(tert-Butyl-dimethyl-silanyloxy)-6-{(2R,6R)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-4-methylene-tetrahydro-pyran-2-ylmethyl}-tetrahydro-pyran-2-yl)-2-(4-methoxy-benzyloxymethyl)-oxazole

Guidance literature:: With 2,6-dimethylpyridine; In dichloromethane; at -78 ℃; for 3h;
DOI:10.1021/ja011604l

Reference yield: 98.0%

: 69739-34-0
t-butyldimethylsiyl triflate

: (2S,6R)-2-{(2R,6R)-6-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-4-methylene-tetrahydro-pyran-2-ylmethyl}-6-[2-(4-methoxy-benzyloxymethyl)-oxazol-4-yl]-tetrahydro-pyran-4-ol

: 250355-97-6
4-((2R,4R,6R)-4-(tert-Butyl-dimethyl-silanyloxy)-6-{(2R,6R)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-4-methylene-tetrahydro-pyran-2-ylmethyl}-tetrahydro-pyran-2-yl)-2-(4-methoxy-benzyloxymethyl)-oxazole

Guidance literature:: With 2,6-dimethylpyridine;
DOI:10.1021/ol990830l

Reference yield:

: {6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-4-methylene-tetrahydro-pyran-2-yl}-acetaldehyde

: 250355-97-6
4-((2R,4R,6R)-4-(tert-Butyl-dimethyl-silanyloxy)-6-{(2R,6R)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-4-methylene-tetrahydro-pyran-2-ylmethyl}-tetrahydro-pyran-2-yl)-2-(4-methoxy-benzyloxymethyl)-oxazole

Guidance literature:: Multi-step reaction with 8 steps

1: 92 percent / Sn(OTf)2; N-ethylpiperidine

2: 98 percent / LiOH; H₂O₂

3: CH₂Cl₂ / 12 h

4: TMSOTf; triethylamine / CH₂Cl₂ / 65 h / -78 - -25 °C

5: 74 percent / tetrahydrofuran / 16 h / 65 °C

6: 89 percent / dimethylaluminum chloride / CH₂Cl₂; hexane / 0.1 h / -78 - 20 °C

7: 92 percent / K-selectride

8: 98 percent / 2,6-lutidine

With 1-ethyl-piperidine; 2,6-dimethylpyridine; lithium hydroxide; tin(II) trifluoromethanesulfonate; trimethylsilyl trifluoromethanesulfonate; dihydrogen peroxide; dimethylaluminum chloride; potassium tri-sec-butyl-borohydride; triethylamine; In tetrahydrofuran; hexane; dichloromethane; 6: Petasis-Ferrier rearrangement;
DOI:10.1021/ol990830l