Methanesulfonic acid 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-ylmethyl ester

Base Information

Chemical Name:Methanesulfonic acid 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-ylmethyl ester
CAS No.:867033-50-9
Molecular Formula:C₄₁H₆₁NO₈SSi₂
Molecular Weight:784.174
Hs Code.:

Methanesulfonic acid 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-ylmethyl ester

Synonyms:Methanesulfonic acid 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-ylmethyl ester

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Chemical Property of Methanesulfonic acid 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-ylmethyl ester

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Technology Process of Methanesulfonic acid 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-ylmethyl ester

There total 10 articles about Methanesulfonic acid 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-ylmethyl ester 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%

: 124-63-0
methanesulfonyl chloride

: 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

: 867033-50-9
Methanesulfonic acid 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-ylmethyl ester

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In dichloromethane; at -10 ℃; for 0.666667h;
DOI:10.1021/ol051584i

Reference yield:

: 867033-51-0
{6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-4-oxo-tetrahydro-pyran-2-yl}-thioacetic acid S-ethyl ester

: 867033-50-9
Methanesulfonic acid 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-ylmethyl ester

Guidance literature:: Multi-step reaction with 8 steps

1.1: 76 percent / ethyl pivalate / tetrahydrofuran / 20 h / 55 °C

2.1: 97 percent / HSiEt₃ / Pd/C / CH₂Cl₂ / 20 °C

3.1: Sn(OTf)2; N-ethylpiperidine / -78 - -55 °C

3.2: LiOH; H₂O₂ / tetrahydrofuran / 0 °C

4.1: HMDS / CH₂Cl₂ / 20 °C

4.2: 95 percent / CH₂Cl₂ / -78 - -30 °C

5.1: ethyl pivalate / tetrahydrofuran / 53 °C

5.2: 88 percent / Me₂AlCl; Cs₂CO₃ / CH₂Cl₂ / 20 °C

6.1: K-selectride / tetrahydrofuran / -78 °C

6.2: TBSOTf; 2,6-lutidine / CH₂Cl₂ / -78 °C

7.1: 97 percent / DDQ; H₂O / CH₂Cl₂ / 20 °C

8.1: 99 percent / DIPEA / CH₂Cl₂ / 0.67 h / -10 °C

With 1-ethyl-piperidine; triethylsilane; tin(II) trifluoromethanesulfonate; 2,2-dimethyl-propanoic acid ethyl ester; water; potassium tri-sec-butyl-borohydride; N-ethyl-N,N-diisopropylamine; 1,1,1,3,3,3-hexamethyl-disilazane; 2,3-dicyano-5,6-dichloro-p-benzoquinone; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; 5.2: Petasis-Ferrier rearrangement;
DOI:10.1021/ol051584i

Reference yield:

: 867033-52-1
{6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-4-methylene-tetrahydro-pyran-2-yl}-thioacetic acid S-ethyl ester

: 867033-50-9
Methanesulfonic acid 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-ylmethyl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: 97 percent / HSiEt₃ / Pd/C / CH₂Cl₂ / 20 °C

2.1: Sn(OTf)2; N-ethylpiperidine / -78 - -55 °C

2.2: LiOH; H₂O₂ / tetrahydrofuran / 0 °C

3.1: HMDS / CH₂Cl₂ / 20 °C

3.2: 95 percent / CH₂Cl₂ / -78 - -30 °C

4.1: ethyl pivalate / tetrahydrofuran / 53 °C

4.2: 88 percent / Me₂AlCl; Cs₂CO₃ / CH₂Cl₂ / 20 °C

5.1: K-selectride / tetrahydrofuran / -78 °C

5.2: TBSOTf; 2,6-lutidine / CH₂Cl₂ / -78 °C

6.1: 97 percent / DDQ; H₂O / CH₂Cl₂ / 20 °C

7.1: 99 percent / DIPEA / CH₂Cl₂ / 0.67 h / -10 °C

With 1-ethyl-piperidine; triethylsilane; tin(II) trifluoromethanesulfonate; 2,2-dimethyl-propanoic acid ethyl ester; water; potassium tri-sec-butyl-borohydride; N-ethyl-N,N-diisopropylamine; 1,1,1,3,3,3-hexamethyl-disilazane; 2,3-dicyano-5,6-dichloro-p-benzoquinone; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; 4.2: Petasis-Ferrier rearrangement;
DOI:10.1021/ol051584i