(3S,6R)-3-Benzyloxy-7-(tert-butyl-diphenyl-silanyloxy)-6-methyl-heptanal

Base Information

Chemical Name:(3S,6R)-3-Benzyloxy-7-(tert-butyl-diphenyl-silanyloxy)-6-methyl-heptanal
CAS No.:135663-64-8
Molecular Formula:C₃₁H₄₀O₃Si
Molecular Weight:488.742
Hs Code.:

Synonyms:(3S,6R)-3-Benzyloxy-7-(tert-butyl-diphenyl-silanyloxy)-6-methyl-heptanal

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Chemical Property of (3S,6R)-3-Benzyloxy-7-(tert-butyl-diphenyl-silanyloxy)-6-methyl-heptanal

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Technology Process of (3S,6R)-3-Benzyloxy-7-(tert-butyl-diphenyl-silanyloxy)-6-methyl-heptanal

There total 23 articles about (3S,6R)-3-Benzyloxy-7-(tert-butyl-diphenyl-silanyloxy)-6-methyl-heptanal 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%

: 135663-63-7
((2R,5S)-5-Benzyloxy-6-[1,3]dithian-2-yl-2-methyl-hexyloxy)-tert-butyl-diphenyl-silane

: 135663-64-8
(3S,6R)-3-Benzyloxy-7-(tert-butyl-diphenyl-silanyloxy)-6-methyl-heptanal

Guidance literature:: With N-Bromosuccinimide; In water; acetone; at -20 ℃; for 0.0833333h;
DOI:10.1021/jo00020a027

Reference yield:

: 126461-69-6
1,5-anhydro-3-O-benzyl-6-O-tert-butyldimetylsilyl-2-deoxy-D-arabino-hex-1-enopyranose

: 135663-64-8
(3S,6R)-3-Benzyloxy-7-(tert-butyl-diphenyl-silanyloxy)-6-methyl-heptanal

Guidance literature:: Multi-step reaction with 11 steps

1: 99 percent / pyridine / 12 h / 23 °C

2: 88 percent / N-iodosuccinimide / acetonitrile / 12 h / 23 °C

3: 1) tributyltin hydride, AIBN, 2) satd.aq.KF / 1) benzene, reflux, 5 h, 2) 12 h

4: 74 percent / BF₃*OEt₂ / CH₂Cl₂ / 24 h / 23 °C

5: 72 percent / lead tetraacetate / benzene / 0.25 h

6: 62 percent / CH₂Cl₂ / 0.25 h / 0 °C

8: 83 percent / H₂ / RhCl(PPh₃)3 / benzene / 72 h / 23 °C / 760 Torr

9: 90 percent / DIBAH / hexane; toluene / 0.5 h / 0 °C

10: 100 percent / imidazole / dimethylformamide / 3 h / 23 °C

11: 89 percent / NBS / acetone; H₂O / 0.08 h / -20 °C

With pyridine; 1H-imidazole; lead(IV) acetate; potassium fluoride; N-Bromosuccinimide; N-iodo-succinimide; 2,2'-azobis(isobutyronitrile); boron trifluoride diethyl etherate; hydrogen; tri-n-butyl-tin hydride; diisobutylaluminium hydride; RhCl(PPh₃)3; In hexane; dichloromethane; water; N,N-dimethyl-formamide; acetone; toluene; acetonitrile; benzene;
DOI:10.1021/jo00020a027

Reference yield:

: 135663-44-4
Methanesulfonic acid (2R,3S,4R)-4-benzyloxy-2-(tert-butyl-dimethyl-silanyloxymethyl)-3,4-dihydro-2H-pyran-3-yl ester

: 135663-64-8
(3S,6R)-3-Benzyloxy-7-(tert-butyl-diphenyl-silanyloxy)-6-methyl-heptanal

Guidance literature:: Multi-step reaction with 10 steps

1: 88 percent / N-iodosuccinimide / acetonitrile / 12 h / 23 °C

2: 1) tributyltin hydride, AIBN, 2) satd.aq.KF / 1) benzene, reflux, 5 h, 2) 12 h

3: 74 percent / BF₃*OEt₂ / CH₂Cl₂ / 24 h / 23 °C

4: 72 percent / lead tetraacetate / benzene / 0.25 h

5: 62 percent / CH₂Cl₂ / 0.25 h / 0 °C

7: 83 percent / H₂ / RhCl(PPh₃)3 / benzene / 72 h / 23 °C / 760 Torr

8: 90 percent / DIBAH / hexane; toluene / 0.5 h / 0 °C

9: 100 percent / imidazole / dimethylformamide / 3 h / 23 °C

10: 89 percent / NBS / acetone; H₂O / 0.08 h / -20 °C

With 1H-imidazole; lead(IV) acetate; potassium fluoride; N-Bromosuccinimide; N-iodo-succinimide; 2,2'-azobis(isobutyronitrile); boron trifluoride diethyl etherate; hydrogen; tri-n-butyl-tin hydride; diisobutylaluminium hydride; RhCl(PPh₃)3; In hexane; dichloromethane; water; N,N-dimethyl-formamide; acetone; toluene; acetonitrile; benzene;
DOI:10.1021/jo00020a027