[(2R,5S,6R)-2-Benzyloxymethoxy-4-(tert-butyl-diphenyl-silanyloxymethyl)-6-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-5-hydroxy-cyclohex-3-en-(E)-ylidene]-acetaldehyde

Base Information

Chemical Name:[(2R,5S,6R)-2-Benzyloxymethoxy-4-(tert-butyl-diphenyl-silanyloxymethyl)-6-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-5-hydroxy-cyclohex-3-en-(E)-ylidene]-acetaldehyde
CAS No.:588693-73-6
Molecular Formula:C₃₈H₄₆O₇Si
Molecular Weight:642.865
Hs Code.:

[(2R,5S,6R)-2-Benzyloxymethoxy-4-(tert-butyl-diphenyl-silanyloxymethyl)-6-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-5-hydroxy-cyclohex-3-en-(E)-ylidene]-acetaldehyde

Synonyms:[(2R,5S,6R)-2-Benzyloxymethoxy-4-(tert-butyl-diphenyl-silanyloxymethyl)-6-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-5-hydroxy-cyclohex-3-en-(E)-ylidene]-acetaldehyde

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Chemical Property of [(2R,5S,6R)-2-Benzyloxymethoxy-4-(tert-butyl-diphenyl-silanyloxymethyl)-6-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-5-hydroxy-cyclohex-3-en-(E)-ylidene]-acetaldehyde

Chemical Property:

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MSDS Files:: SDS file from LookChem

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Technology Process of [(2R,5S,6R)-2-Benzyloxymethoxy-4-(tert-butyl-diphenyl-silanyloxymethyl)-6-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-5-hydroxy-cyclohex-3-en-(E)-ylidene]-acetaldehyde

There total 10 articles about [(2R,5S,6R)-2-Benzyloxymethoxy-4-(tert-butyl-diphenyl-silanyloxymethyl)-6-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-5-hydroxy-cyclohex-3-en-(E)-ylidene]-acetaldehyde 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: 94.0%

: 588693-71-4
(1S,4R,6R)-4-Benzyloxymethoxy-2-(tert-butyl-diphenyl-silanyloxymethyl)-6-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-5-[2-hydroxy-eth-(E)-ylidene]-cyclohex-2-enol

: 588693-73-6
[(2R,5S,6R)-2-Benzyloxymethoxy-4-(tert-butyl-diphenyl-silanyloxymethyl)-6-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-5-hydroxy-cyclohex-3-en-(E)-ylidene]-acetaldehyde

Guidance literature:: With N-chloro-succinimide; tetrabutyl-ammonium chloride; potassium carbonate; 2,2,6,6-tetramethyl-piperidine-N-oxyl; In dichloromethane; sodium hydrogencarbonate; at 20 ℃; for 0.5h;
DOI:10.1021/ja0342998

Reference yield:

: 3587-60-8
Benzyloxymethyl chloride

: 588693-73-6
[(2R,5S,6R)-2-Benzyloxymethoxy-4-(tert-butyl-diphenyl-silanyloxymethyl)-6-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-5-hydroxy-cyclohex-3-en-(E)-ylidene]-acetaldehyde

Guidance literature:: Multi-step reaction with 9 steps

1.1: i-Pr₂NEt; DMAP / 1,2-dichloro-ethane / 4 h / 60 °C

2.1: (+/-)-CSA; MeOH / 1 h / 20 °C

3.1: 12.80 g / DMAP / pyridine / 3 h / 20 °C

4.1: 1.60 g / aq. PPTS; HgO / acetone / 7 h / 55 °C

5.1: Mg(OEt)2 / methanol; ethyl acetate / 1 h / 20 °C

6.1: NaBH₄ / methanol / 0.25 h / 20 °C

7.1: (+/-)-CSA / acetone / 0.67 h / 20 °C

7.2: 6.88 g / PPTS; MeOH / 0.08 h / 20 °C

8.1: 99 percent / DIBAL-H / CH₂Cl₂ / 0.25 h / -78 °C

9.1: 94 percent / K₂CO₃; Bu₄NCl; NCS / TEMPO / CH₂Cl₂; aq. NaHCO₃ / 0.5 h / 20 °C

With methanol; dmap; sodium tetrahydroborate; N-chloro-succinimide; 10-camphorsufonic acid; tetrabutyl-ammonium chloride; magnesium ethylate; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; potassium carbonate; N-ethyl-N,N-diisopropylamine; mercury(II) oxide; 2,2,6,6-tetramethyl-piperidine-N-oxyl; In pyridine; methanol; dichloromethane; sodium hydrogencarbonate; ethyl acetate; 1,2-dichloro-ethane; acetone;
DOI:10.1021/ja0342998

Reference yield:

: Benzoic acid (1S,5R,8S,8aR)-5-benzyloxymethoxy-7-(tert-butyl-diphenyl-silanyloxymethyl)-1-hydroxymethyl-3-methoxy-3,5,8,8a-tetrahydro-1H-isochromen-8-yl ester

: 588693-73-6
[(2R,5S,6R)-2-Benzyloxymethoxy-4-(tert-butyl-diphenyl-silanyloxymethyl)-6-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-5-hydroxy-cyclohex-3-en-(E)-ylidene]-acetaldehyde

Guidance literature:: Multi-step reaction with 7 steps

1.1: 12.80 g / DMAP / pyridine / 3 h / 20 °C

2.1: 1.60 g / aq. PPTS; HgO / acetone / 7 h / 55 °C

3.1: Mg(OEt)2 / methanol; ethyl acetate / 1 h / 20 °C

4.1: NaBH₄ / methanol / 0.25 h / 20 °C

5.1: (+/-)-CSA / acetone / 0.67 h / 20 °C

5.2: 6.88 g / PPTS; MeOH / 0.08 h / 20 °C

6.1: 99 percent / DIBAL-H / CH₂Cl₂ / 0.25 h / -78 °C

7.1: 94 percent / K₂CO₃; Bu₄NCl; NCS / TEMPO / CH₂Cl₂; aq. NaHCO₃ / 0.5 h / 20 °C

With dmap; sodium tetrahydroborate; N-chloro-succinimide; 10-camphorsufonic acid; tetrabutyl-ammonium chloride; magnesium ethylate; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; potassium carbonate; mercury(II) oxide; 2,2,6,6-tetramethyl-piperidine-N-oxyl; In pyridine; methanol; dichloromethane; sodium hydrogencarbonate; ethyl acetate; acetone;
DOI:10.1021/ja0342998