Acetic acid (1R,2R,3R,4R)-3-acetoxy-1-[(R)-1-{(4R,5R,6R)-6-[(R)-2-(tert-butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-2-oxo-2-(2-oxo-oxazolidin-3-yl)-ethyl]-5,5-dimethoxy-2,4-dimethyl-pentyl ester

Base Information

Chemical Name:Acetic acid (1R,2R,3R,4R)-3-acetoxy-1-[(R)-1-{(4R,5R,6R)-6-[(R)-2-(tert-butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-2-oxo-2-(2-oxo-oxazolidin-3-yl)-ethyl]-5,5-dimethoxy-2,4-dimethyl-pentyl ester
CAS No.:121471-15-6
Molecular Formula:C₄₄H₆₅NO₁₂Si
Molecular Weight:828.085
Hs Code.:

Acetic acid (1R,2R,3R,4R)-3-acetoxy-1-[(R)-1-{(4R,5R,6R)-6-[(R)-2-(tert-butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-2-oxo-2-(2-oxo-oxazolidin-3-yl)-ethyl]-5,5-dimethoxy-2,4-dimethyl-pentyl ester

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Chemical Property of Acetic acid (1R,2R,3R,4R)-3-acetoxy-1-[(R)-1-{(4R,5R,6R)-6-[(R)-2-(tert-butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-2-oxo-2-(2-oxo-oxazolidin-3-yl)-ethyl]-5,5-dimethoxy-2,4-dimethyl-pentyl ester

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Technology Process of Acetic acid (1R,2R,3R,4R)-3-acetoxy-1-[(R)-1-{(4R,5R,6R)-6-[(R)-2-(tert-butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-2-oxo-2-(2-oxo-oxazolidin-3-yl)-ethyl]-5,5-dimethoxy-2,4-dimethyl-pentyl ester

There total 12 articles about Acetic acid (1R,2R,3R,4R)-3-acetoxy-1-[(R)-1-{(4R,5R,6R)-6-[(R)-2-(tert-butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-2-oxo-2-(2-oxo-oxazolidin-3-yl)-ethyl]-5,5-dimethoxy-2,4-dimethyl-pentyl 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:

: 106568-13-2,121440-66-2
(2R,3R,4R)-5-((tert-butyldiphenylsilyl)oxy)-2,4-dimethyl-3-((triethylsilyl)oxy)pentanal

: 121471-15-6
Acetic acid (1R,2R,3R,4R)-3-acetoxy-1-[(R)-1-{(4R,5R,6R)-6-[(R)-2-(tert-butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-2-oxo-2-(2-oxo-oxazolidin-3-yl)-ethyl]-5,5-dimethoxy-2,4-dimethyl-pentyl ester

Guidance literature:: Multi-step reaction with 11 steps

1: 1.) Bu₂BOTf, Et₃N, 2.) H₂O₂ / 1.) CH₂Cl₂, from -78 deg C to -50 deg C, 2.) pH 7

2: pTsOH, H₂O / tetrahydrofuran

3: pTsOH

4: 1.) O₃, 2.) Me₂S / 1.) MeOH, -78 deg C

5: CrCl₂ / tetrahydrofuran / -25 °C

6: pyridine

7: 1.) O₃, 2.) Me₂S / methanol / -20 °C

9: pyridine

10: 1.) O₃, 2.) Me₂S / 1.) MeOH, -78 deg C

11: pyridinium p-toluenesulfonate (PPTS) / CH₂Cl₂

With pyridine; chromium dichloride; dimethylsulfide; di-n-butylboryl trifluoromethanesulfonate; water; dihydrogen peroxide; pyridinium p-toluenesulfonate; toluene-4-sulfonic acid; ozone; triethylamine; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/jo00274a008

Reference yield:

: 3-[(2S,3R,4R,5R,6R)-7-(tert-Butyl-diphenyl-silanyloxy)-3,5-dihydroxy-4,6-dimethyl-2-vinyl-heptanoyl]-oxazolidin-2-one

: 121471-15-6
Acetic acid (1R,2R,3R,4R)-3-acetoxy-1-[(R)-1-{(4R,5R,6R)-6-[(R)-2-(tert-butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-2-oxo-2-(2-oxo-oxazolidin-3-yl)-ethyl]-5,5-dimethoxy-2,4-dimethyl-pentyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: pTsOH

2: 1.) O₃, 2.) Me₂S / 1.) MeOH, -78 deg C

3: CrCl₂ / tetrahydrofuran / -25 °C

4: pyridine

5: 1.) O₃, 2.) Me₂S / methanol / -20 °C

7: pyridine

8: 1.) O₃, 2.) Me₂S / 1.) MeOH, -78 deg C

9: pyridinium p-toluenesulfonate (PPTS) / CH₂Cl₂

With pyridine; chromium dichloride; dimethylsulfide; pyridinium p-toluenesulfonate; toluene-4-sulfonic acid; ozone; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/jo00274a008

Reference yield:

: 121471-29-2
3-((S)-2-{(4R,5R,6R)-6-[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-but-3-enoyl)-oxazolidin-2-one

: 121471-15-6
Acetic acid (1R,2R,3R,4R)-3-acetoxy-1-[(R)-1-{(4R,5R,6R)-6-[(R)-2-(tert-butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-2-oxo-2-(2-oxo-oxazolidin-3-yl)-ethyl]-5,5-dimethoxy-2,4-dimethyl-pentyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 1.) O₃, 2.) Me₂S / 1.) MeOH, -78 deg C

2: CrCl₂ / tetrahydrofuran / -25 °C

3: pyridine

4: 1.) O₃, 2.) Me₂S / methanol / -20 °C

6: pyridine

7: 1.) O₃, 2.) Me₂S / 1.) MeOH, -78 deg C

8: pyridinium p-toluenesulfonate (PPTS) / CH₂Cl₂

With pyridine; chromium dichloride; dimethylsulfide; pyridinium p-toluenesulfonate; ozone; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/jo00274a008