[(E)-(1S,4S,7S)-10-[(2S,5S,6R)-6-(3-benzyloxypropyl)-2-methoxy-5-methyl-tetrahydro-pyran-2-yl]-7-(4-methoxy-benzyloxy)-1,2,4-trimethyl-dec-2-enyloxy](tert-butyl)(dimethyl)silane

Base Information

Chemical Name:[(E)-(1S,4S,7S)-10-[(2S,5S,6R)-6-(3-benzyloxypropyl)-2-methoxy-5-methyl-tetrahydro-pyran-2-yl]-7-(4-methoxy-benzyloxy)-1,2,4-trimethyl-dec-2-enyloxy](tert-butyl)(dimethyl)silane
CAS No.:927396-60-9
Molecular Formula:C₄₄H₇₂O₆Si
Molecular Weight:725.138
Hs Code.:

[(E)-(1S,4S,7S)-10-[(2S,5S,6R)-6-(3-benzyloxypropyl)-2-methoxy-5-methyl-tetrahydro-pyran-2-yl]-7-(4-methoxy-benzyloxy)-1,2,4-trimethyl-dec-2-enyloxy](tert-butyl)(dimethyl)silane

Synonyms:[(E)-(1S,4S,7S)-10-[(2S,5S,6R)-6-(3-benzyloxypropyl)-2-methoxy-5-methyl-tetrahydro-pyran-2-yl]-7-(4-methoxy-benzyloxy)-1,2,4-trimethyl-dec-2-enyloxy](tert-butyl)(dimethyl)silane

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Chemical Property of [(E)-(1S,4S,7S)-10-[(2S,5S,6R)-6-(3-benzyloxypropyl)-2-methoxy-5-methyl-tetrahydro-pyran-2-yl]-7-(4-methoxy-benzyloxy)-1,2,4-trimethyl-dec-2-enyloxy](tert-butyl)(dimethyl)silane

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Technology Process of [(E)-(1S,4S,7S)-10-[(2S,5S,6R)-6-(3-benzyloxypropyl)-2-methoxy-5-methyl-tetrahydro-pyran-2-yl]-7-(4-methoxy-benzyloxy)-1,2,4-trimethyl-dec-2-enyloxy](tert-butyl)(dimethyl)silane

There total 16 articles about [(E)-(1S,4S,7S)-10-[(2S,5S,6R)-6-(3-benzyloxypropyl)-2-methoxy-5-methyl-tetrahydro-pyran-2-yl]-7-(4-methoxy-benzyloxy)-1,2,4-trimethyl-dec-2-enyloxy](tert-butyl)(dimethyl)silane 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: 75.0%

: 927396-47-2
[(2E,9Z)-(1S,4S,7R)-10-[(2R,5S,6R)-6-(3-benzyloxypropyl)-2-methoxy-5-methyl-tetrahydro-pyran-2-yl]-7-(4-methoxybenzyloxy)-1,2,4-trimethyl-deca-2,9-dienyloxy](tert-butyl)(dimethyl)silane

: 927396-60-9
[(E)-(1S,4S,7S)-10-[(2S,5S,6R)-6-(3-benzyloxypropyl)-2-methoxy-5-methyl-tetrahydro-pyran-2-yl]-7-(4-methoxy-benzyloxy)-1,2,4-trimethyl-dec-2-enyloxy](tert-butyl)(dimethyl)silane

Guidance literature:: With Wilkinson's catalyst; hydrogen; In benzene; at 20 ℃; for 18h; under 4137.18 Torr;
DOI:10.1021/ol062957y

Reference yield:

: 5470-84-8
4-benzyloxybutanal

: 927396-60-9
[(E)-(1S,4S,7S)-10-[(2S,5S,6R)-6-(3-benzyloxypropyl)-2-methoxy-5-methyl-tetrahydro-pyran-2-yl]-7-(4-methoxy-benzyloxy)-1,2,4-trimethyl-dec-2-enyloxy](tert-butyl)(dimethyl)silane

Guidance literature:: Multi-step reaction with 6 steps

1: 97 percent / trimethylsilyl trifluoromethanesulfonate / CH₂Cl₂ / -50 °C

2: 96 percent / tetra-n-butylammonium hydroxide / tetrahydrofuran; methanol / 1 h / 20 °C

3: 81 percent / 10-camphorsulfonic acid / 120 h / 60 °C

4: 94 percent / diisobutylaluminum hydride / hexane; diethyl ether / 4.5 h / -78 °C

5: 86 percent / n-butyllithium / tetrahydrofuran; hexane / 0.5 h / 0 °C

6: 75 percent / tris(triphenylphosphine) rhodium(I) chloride; hydrogen / benzene / 18 h / 20 °C / 4137.18 Torr

With Wilkinson's catalyst; n-butyllithium; trimethylsilyl trifluoromethanesulfonate; (1S)-10-camphorsulfonic acid; tetra(n-butyl)ammonium hydroxide; hydrogen; diisobutylaluminium hydride; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; benzene; 5: Wittig olefination;
DOI:10.1021/ol062957y

Reference yield:

: 927396-58-5
(S)-4-[(4R)-2-(4-methoxyphenyl)-[1,3]dioxan-4-yl]-2-methylbutyraldehyde

: 927396-60-9
[(E)-(1S,4S,7S)-10-[(2S,5S,6R)-6-(3-benzyloxypropyl)-2-methoxy-5-methyl-tetrahydro-pyran-2-yl]-7-(4-methoxy-benzyloxy)-1,2,4-trimethyl-dec-2-enyloxy](tert-butyl)(dimethyl)silane

Guidance literature:: Multi-step reaction with 8 steps

1: 0.750 g / Ba(OH)2 / tetrahydrofuran; H₂O / 0.5 h / 20 °C

2: (R)-CBS; catecholborane / toluene / 12 h / -78 °C

3: 86 percent / 2,6-lutidine / CH₂Cl₂ / 2 h / 0 °C

4: 98 percent / diisobutylaluminum hydride / CH₂Cl₂; hexane / 0.5 h / 0 °C

5: 97 percent / triphenylphosphine; carbon tetrabromide / CH₂Cl₂ / 1 h / 20 °C

6: 96 percent / N,N-diisopropylethylamine / acetonitrile / 36 h / 85 °C

7: 86 percent / n-butyllithium / tetrahydrofuran; hexane / 0.5 h / 0 °C

8: 75 percent / tris(triphenylphosphine) rhodium(I) chloride; hydrogen / benzene / 18 h / 20 °C / 4137.18 Torr

With 2,6-dimethylpyridine; barium dihydroxide; Wilkinson's catalyst; n-butyllithium; carbon tetrabromide; hydrogen; diisobutylaluminium hydride; N-ethyl-N,N-diisopropylamine; triphenylphosphine; (R)-(+)-2-methyl-CBS-oxazaborolidine; benzo[1,3,2]dioxaborole; In tetrahydrofuran; hexane; dichloromethane; water; toluene; acetonitrile; benzene; 7: Wittig olefination;
DOI:10.1021/ol062957y