(S)-2-{(4R,5S,6S)-6-[(1R,2S,3R,5S)-6-((S)-4-Benzyl-2-oxo-oxazolidin-3-yl)-2-methoxy-1,3,5-trimethyl-4,6-dioxo-hexyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-propionaldehyde

Base Information

Chemical Name:(S)-2-{(4R,5S,6S)-6-[(1R,2S,3R,5S)-6-((S)-4-Benzyl-2-oxo-oxazolidin-3-yl)-2-methoxy-1,3,5-trimethyl-4,6-dioxo-hexyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-propionaldehyde
CAS No.:129618-46-8
Molecular Formula:C₃₀H₄₃NO₈
Molecular Weight:545.673
Hs Code.:

(S)-2-{(4R,5S,6S)-6-[(1R,2S,3R,5S)-6-((S)-4-Benzyl-2-oxo-oxazolidin-3-yl)-2-methoxy-1,3,5-trimethyl-4,6-dioxo-hexyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-propionaldehyde

Synonyms:(S)-2-{(4R,5S,6S)-6-[(1R,2S,3R,5S)-6-((S)-4-Benzyl-2-oxo-oxazolidin-3-yl)-2-methoxy-1,3,5-trimethyl-4,6-dioxo-hexyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-propionaldehyde

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Chemical Property of (S)-2-{(4R,5S,6S)-6-[(1R,2S,3R,5S)-6-((S)-4-Benzyl-2-oxo-oxazolidin-3-yl)-2-methoxy-1,3,5-trimethyl-4,6-dioxo-hexyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-propionaldehyde

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Technology Process of (S)-2-{(4R,5S,6S)-6-[(1R,2S,3R,5S)-6-((S)-4-Benzyl-2-oxo-oxazolidin-3-yl)-2-methoxy-1,3,5-trimethyl-4,6-dioxo-hexyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-propionaldehyde

There total 9 articles about (S)-2-{(4R,5S,6S)-6-[(1R,2S,3R,5S)-6-((S)-4-Benzyl-2-oxo-oxazolidin-3-yl)-2-methoxy-1,3,5-trimethyl-4,6-dioxo-hexyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-propionaldehyde 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: 89.0%

: 129618-45-7,129704-30-9,132435-33-7
(2S,4R,5S,6R)-1-((S)-4-Benzyl-2-oxo-oxazolidin-3-yl)-6-[(4S,5R,6S)-6-((R)-2-hydroxy-1-methyl-ethyl)-2,2,5-trimethyl-[1,3]dioxan-4-yl]-5-methoxy-2,4-dimethyl-heptane-1,3-dione

: 129618-46-8
(S)-2-{(4R,5S,6S)-6-[(1R,2S,3R,5S)-6-((S)-4-Benzyl-2-oxo-oxazolidin-3-yl)-2-methoxy-1,3,5-trimethyl-4,6-dioxo-hexyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-propionaldehyde

Guidance literature:: With Dess-Martin periodane; In dichloromethane; at 25 ℃; for 0.25h;
DOI:10.1021/jo00305a006

Reference yield:

: 124356-94-1
<4R,5S,6S,(1R)>-4-(1-methylethenyl)-6-(2-hydroxy-1-methylethyl)-2,2,5-trimethyl-1,3-dioxane

: 129618-46-8
(S)-2-{(4R,5S,6S)-6-[(1R,2S,3R,5S)-6-((S)-4-Benzyl-2-oxo-oxazolidin-3-yl)-2-methoxy-1,3,5-trimethyl-4,6-dioxo-hexyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-propionaldehyde

Guidance literature:: Multi-step reaction with 5 steps

1: SO₃*pyridine / dimethylsulfoxide; CH₂Cl₂ / 1 h / -5 °C

2: 1) Sn(OTf)2, Et₃N / 1) CH₂Cl₂, -20 deg C, 1 h, 2) -78 deg C, 30 min

3: 83 percent / 2,6-di-tert-butylpyridine / CDCl₃ / 4 h / 80 °C

4: 1) catecholborane, 2) H₂O₂ / 1) ClRh(PPh₃)3 / 1) THF, 25 deg C, 2) THF/EtOH/H₂O, 25 deg C

5: 89 percent / Dess-Martin reagent / CH₂Cl₂ / 0.25 h / 25 °C

With tin(II) trifluoromethanesulfonate; 2,6-di-tert-butyl-pyridine; pyridine-SO₃ complex; dihydrogen peroxide; Dess-Martin periodane; triethylamine; benzo[1,3,2]dioxaborole; Wilkinson's catalyst; In chloroform-d1; dichloromethane; dimethyl sulfoxide;
DOI:10.1021/jo00305a006

Reference yield:

: 124356-93-0
<3(2S,4R,5S),6S>-3-<1-oxo-2-<2,2,5-trimethyl-4-(1-methylethenyl)-1,3-dioxan-6-yl>propyl>-4-(phenylmethyl)-2-oxazolidinone

: 129618-46-8
(S)-2-{(4R,5S,6S)-6-[(1R,2S,3R,5S)-6-((S)-4-Benzyl-2-oxo-oxazolidin-3-yl)-2-methoxy-1,3,5-trimethyl-4,6-dioxo-hexyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-propionaldehyde

Guidance literature:: Multi-step reaction with 6 steps

1: LiAlH₄ / tetrahydrofuran / 1 h / -78 °C

2: SO₃*pyridine / dimethylsulfoxide; CH₂Cl₂ / 1 h / -5 °C

3: 1) Sn(OTf)2, Et₃N / 1) CH₂Cl₂, -20 deg C, 1 h, 2) -78 deg C, 30 min

4: 83 percent / 2,6-di-tert-butylpyridine / CDCl₃ / 4 h / 80 °C

5: 1) catecholborane, 2) H₂O₂ / 1) ClRh(PPh₃)3 / 1) THF, 25 deg C, 2) THF/EtOH/H₂O, 25 deg C

6: 89 percent / Dess-Martin reagent / CH₂Cl₂ / 0.25 h / 25 °C

With lithium aluminium tetrahydride; tin(II) trifluoromethanesulfonate; 2,6-di-tert-butyl-pyridine; pyridine-SO₃ complex; dihydrogen peroxide; Dess-Martin periodane; triethylamine; benzo[1,3,2]dioxaborole; Wilkinson's catalyst; In tetrahydrofuran; chloroform-d1; dichloromethane; dimethyl sulfoxide;
DOI:10.1021/jo00305a006