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

Base Information

Chemical Name:3-((2S,3S,4R)-2-{(4R,5R,6R)-6-[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-3-hydroxy-4-methyl-hex-5-enoyl)-oxazolidin-2-one
CAS No.:121425-41-0
Molecular Formula:C₃₆H₅₁NO₇Si
Molecular Weight:637.889
Hs Code.:

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

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Chemical Property of 3-((2S,3S,4R)-2-{(4R,5R,6R)-6-[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-3-hydroxy-4-methyl-hex-5-enoyl)-oxazolidin-2-one

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Technology Process of 3-((2S,3S,4R)-2-{(4R,5R,6R)-6-[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-3-hydroxy-4-methyl-hex-5-enoyl)-oxazolidin-2-one

There total 12 articles about 3-((2S,3S,4R)-2-{(4R,5R,6R)-6-[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-3-hydroxy-4-methyl-hex-5-enoyl)-oxazolidin-2-one 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:

: 4784-77-4,39616-19-8,29576-14-5
(E)-1-Bromo-2-butene

: 121425-40-9
(R)-2-{(4R,5R,6R)-6-[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-3-oxo-3-(2-oxo-oxazolidin-3-yl)-propionaldehyde

: 121425-41-0
3-((2S,3R,4R)-2-{(4R,5R,6R)-6-[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-3-hydroxy-4-methyl-hex-5-enoyl)-oxazolidin-2-one

: 121425-41-0,121470-48-2
3-((2S,3S,4R)-2-{(4R,5R,6R)-6-[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-3-hydroxy-4-methyl-hex-5-enoyl)-oxazolidin-2-one

Guidance literature:: With chromium dichloride; In tetrahydrofuran; at -25 ℃; Yield given. Yields of byproduct given;
DOI:10.1021/jo00274a008

Reference yield:

: 4784-77-4,39616-19-8,29576-14-5
(E)-1-Bromo-2-butene

: 121425-40-9
(R)-2-{(4R,5R,6R)-6-[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-3-oxo-3-(2-oxo-oxazolidin-3-yl)-propionaldehyde

: 121425-41-0
3-((2S,3R,4R)-2-{(4R,5R,6R)-6-[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-3-hydroxy-4-methyl-hex-5-enoyl)-oxazolidin-2-one

: 121425-41-0,121470-48-2
3-((2S,3S,4R)-2-{(4R,5R,6R)-6-[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-3-hydroxy-4-methyl-hex-5-enoyl)-oxazolidin-2-one

Guidance literature:: With chromium dichloride; In tetrahydrofuran; at -25 ℃; Yield given. Yields of byproduct given;
DOI:10.1021/jo00274a008

Reference yield:

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

: 121425-41-0
3-((2S,3R,4R)-2-{(4R,5R,6R)-6-[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-3-hydroxy-4-methyl-hex-5-enoyl)-oxazolidin-2-one

Guidance literature:: Multi-step reaction with 5 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

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