1-{(2S,4S,6S)-6-[2-(4-Methoxy-benzyloxy)-ethyl]-4-triisopropylsilanyloxy-tetrahydro-pyran-2-yl}-propan-2-one

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Chemical Name:1-{(2S,4S,6S)-6-[2-(4-Methoxy-benzyloxy)-ethyl]-4-triisopropylsilanyloxy-tetrahydro-pyran-2-yl}-propan-2-one
CAS No.:618096-69-8
Molecular Formula:C₂₇H₄₆O₅Si
Molecular Weight:478.745
Hs Code.:

Synonyms:1-{(2S,4S,6S)-6-[2-(4-Methoxy-benzyloxy)-ethyl]-4-triisopropylsilanyloxy-tetrahydro-pyran-2-yl}-propan-2-one

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Chemical Property of 1-{(2S,4S,6S)-6-[2-(4-Methoxy-benzyloxy)-ethyl]-4-triisopropylsilanyloxy-tetrahydro-pyran-2-yl}-propan-2-one

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Technology Process of 1-{(2S,4S,6S)-6-[2-(4-Methoxy-benzyloxy)-ethyl]-4-triisopropylsilanyloxy-tetrahydro-pyran-2-yl}-propan-2-one

There total 8 articles about 1-{(2S,4S,6S)-6-[2-(4-Methoxy-benzyloxy)-ethyl]-4-triisopropylsilanyloxy-tetrahydro-pyran-2-yl}-propan-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: 86.0%

: 618096-67-6
Triisopropyl-{(2S,4R,6R)-2-[2-(4-methoxy-benzyloxy)-ethyl]-6-prop-2-ynyl-tetrahydro-pyran-4-yloxy}-silane

: 618096-69-8
1-{(2S,4S,6S)-6-[2-(4-Methoxy-benzyloxy)-ethyl]-4-triisopropylsilanyloxy-tetrahydro-pyran-2-yl}-propan-2-one

Guidance literature:: With mercury(II) diacetate; water; pyridinium p-toluenesulfonate; In tetrahydrofuran; at 45 ℃; for 1.5h;
DOI:10.1016/S0040-4020(03)00814-7

Reference yield:

: 193416-33-0
Triethyl-[(E)-5-(4-methoxy-benzyloxy)-1-methylene-pent-2-enyloxy]-silane

: 618096-69-8
1-{(2S,4S,6S)-6-[2-(4-Methoxy-benzyloxy)-ethyl]-4-triisopropylsilanyloxy-tetrahydro-pyran-2-yl}-propan-2-one

Guidance literature:: Multi-step reaction with 8 steps

1.1: 4 Angstroem molecular sieves / (1S,2R)-1-amino-2-indanol-derived tridentate Cr catalyst / 12 h / 20 °C

1.2: 80 percent / conc. HCl / CHCl₃ / 4 h

2.1: NaBH₄ / methanol / 1 h / 20 °C

3.1: 2,6-lutidine / CH₂Cl₂ / 3 h / -78 °C

4.1: 10-camphorsulfonic acid / CH₂Cl₂; methanol / 1 h / 20 °C

5.1: pyridine / CH₂Cl₂ / 1 h / -10 °C

6.1: LDA; HMPA / tetrahydrofuran; hexane / 0.25 h / -78 °C

6.2: tetrahydrofuran; hexane / -78 - 20 °C

7.1: K₂CO₃ / methanol / 12 h / 20 °C

8.1: 86 percent / pyridinium p-toluenesulfonate; Hg(OAc)2; H₂O / tetrahydrofuran / 1.5 h / 45 °C

With pyridine; 2,6-dimethylpyridine; N,N,N,N,N,N-hexamethylphosphoric triamide; sodium tetrahydroborate; 4 A molecular sieve; (1S)-10-camphorsulfonic acid; mercury(II) diacetate; water; pyridinium p-toluenesulfonate; potassium carbonate; lithium diisopropyl amide; (1S,2R)-1-amino-2-indanol-derived tridentate Cr catalyst; In tetrahydrofuran; methanol; hexane; dichloromethane; 1.1: hetero-Diels-Alder reaction;
DOI:10.1016/S0040-4020(03)00814-7

Reference yield:

: 529494-85-7
(2S,6S)-2-(((tert-butyldimethylsilyl)oxy)methyl)-6-(2-((4-methoxybenzyl)oxy)ethyl)dihydro-2H-pyran-4(3H)-one

: 618096-69-8
1-{(2S,4S,6S)-6-[2-(4-Methoxy-benzyloxy)-ethyl]-4-triisopropylsilanyloxy-tetrahydro-pyran-2-yl}-propan-2-one

Guidance literature:: Multi-step reaction with 7 steps

1.1: NaBH₄ / methanol / 1 h / 20 °C

2.1: 2,6-lutidine / CH₂Cl₂ / 3 h / -78 °C

3.1: 10-camphorsulfonic acid / CH₂Cl₂; methanol / 1 h / 20 °C

4.1: pyridine / CH₂Cl₂ / 1 h / -10 °C

5.1: LDA; HMPA / tetrahydrofuran; hexane / 0.25 h / -78 °C

5.2: tetrahydrofuran; hexane / -78 - 20 °C

6.1: K₂CO₃ / methanol / 12 h / 20 °C

7.1: 86 percent / pyridinium p-toluenesulfonate; Hg(OAc)2; H₂O / tetrahydrofuran / 1.5 h / 45 °C

With pyridine; 2,6-dimethylpyridine; N,N,N,N,N,N-hexamethylphosphoric triamide; sodium tetrahydroborate; (1S)-10-camphorsulfonic acid; mercury(II) diacetate; water; pyridinium p-toluenesulfonate; potassium carbonate; lithium diisopropyl amide; In tetrahydrofuran; methanol; hexane; dichloromethane;
DOI:10.1016/S0040-4020(03)00814-7