[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)-oxazol-2-yl]-methanol

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)-oxazol-2-yl]-methanol
CAS No.:250355-98-7
Molecular Formula:C₄₀H₅₉NO₆Si₂
Molecular Weight:706.083
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)-oxazol-2-yl]-methanol

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)-oxazol-2-yl]-methanol

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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)-oxazol-2-yl]-methanol

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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)-oxazol-2-yl]-methanol

There total 32 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)-oxazol-2-yl]-methanol 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%

: 250355-97-6
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

: 250355-98-7
[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)-oxazol-2-yl]-methanol

Guidance literature:: With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; water; for 8h;
DOI:10.1021/ja011604l

Reference yield:

: 250355-94-3
(2R,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-one

: 250355-98-7
[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)-oxazol-2-yl]-methanol

Guidance literature:: Multi-step reaction with 3 steps

1: 92 percent / K-selectride

2: 98 percent / 2,6-lutidine

3: 97 percent / DDQ / H₂O

With 2,6-dimethylpyridine; potassium tri-sec-butyl-borohydride; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In water;
DOI:10.1021/ol990830l

Reference yield:

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

: 250355-98-7
[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)-oxazol-2-yl]-methanol

Guidance literature:: Multi-step reaction with 9 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

9: 97 percent / DDQ / H₂O

With 1-ethyl-piperidine; 2,6-dimethylpyridine; lithium hydroxide; tin(II) trifluoromethanesulfonate; trimethylsilyl trifluoromethanesulfonate; dihydrogen peroxide; dimethylaluminum chloride; potassium tri-sec-butyl-borohydride; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; hexane; dichloromethane; water; 6: Petasis-Ferrier rearrangement;
DOI:10.1021/ol990830l