5-[(3S,4R,5S,6R,7S)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-7-methoxy-4,6-dimethyl-octane-1-sulfonyl]-1-phenyl-1H-tetrazole

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Chemical Name:5-[(3S,4R,5S,6R,7S)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-7-methoxy-4,6-dimethyl-octane-1-sulfonyl]-1-phenyl-1H-tetrazole
CAS No.:899798-66-4
Molecular Formula:C₃₀H₅₆N₄O₅SSi₂
Molecular Weight:641.035
Hs Code.:
Mol file:899798-66-4.mol

Synonyms:5-[(3S,4R,5S,6R,7S)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-7-methoxy-4,6-dimethyl-octane-1-sulfonyl]-1-phenyl-1H-tetrazole

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Chemical Property of 5-[(3S,4R,5S,6R,7S)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-7-methoxy-4,6-dimethyl-octane-1-sulfonyl]-1-phenyl-1H-tetrazole Edit

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Technology Process of 5-[(3S,4R,5S,6R,7S)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-7-methoxy-4,6-dimethyl-octane-1-sulfonyl]-1-phenyl-1H-tetrazole

There total 14 articles about 5-[(3S,4R,5S,6R,7S)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-7-methoxy-4,6-dimethyl-octane-1-sulfonyl]-1-phenyl-1H-tetrazole 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:

: 872369-17-0
(2R,3S)-5-(benzyloxy)-3-(tert-butyldimethylsilyloxy)-2-methylpentanal

: 899798-66-4
5-[(3S,4R,5S,6R,7S)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-7-methoxy-4,6-dimethyl-octane-1-sulfonyl]-1-phenyl-1H-tetrazole

Guidance literature:: Multi-step reaction with 10 steps

1: CH₂Cl₂ / 16 h / -78 °C

2: 2,6-lutidine / CH₂Cl₂ / 1 h / Heating

3: aq. LiOH; H₂O₂ / tetrahydrofuran / 24 h / 20 °C

4: 1,1'-carbonyl-diimidazole / CH₂Cl₂ / 16 h / 20 °C

5: 78 percent / tetrahydrofuran / 1 h / 0 °C

6: 91 percent / Me₂AlCl; Bu₃SnH / CH₂Cl₂ / 1 h / -90 °C

7: 85 percent / proton sponge / CHCl₃ / 16 h / Heating

8: 98 percent / H₂ / Pd(OH)2 / ethanol / 3 h / 20 °C

9: 91 percent / nBu₃P; diisopropyl azodicarboxylate / tetrahydrofuran / 1.5 h / 0 °C

10: 86 percent / H₂O₂ / Mo₇O₂₄(NH₄)6 / ethanol / 16 h / 20 °C

With 2,6-dimethylpyridine; lithium hydroxide; Proton Sponge; tributylphosphine; di-isopropyl azodicarboxylate; hydrogen; dihydrogen peroxide; tri-n-butyl-tin hydride; dimethylaluminum chloride; 1,1'-carbonyldiimidazole; palladium dihydroxide; ammonium molybdate tetrahydrate; In tetrahydrofuran; ethanol; dichloromethane; chloroform; 1: Evans asymmetric aldolization / 9: Mitsunobu reaction;
DOI:10.1002/chem.200700342

Reference yield:

: 899798-77-7
(2S,3R,4R,5S)-7-Benzyloxy-3,5-bis-(tert-butyl-dimethyl-silanyloxy)-2,4-dimethyl-heptanoic acid methoxy-methyl-amide

: 899798-66-4
5-[(3S,4R,5S,6R,7S)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-7-methoxy-4,6-dimethyl-octane-1-sulfonyl]-1-phenyl-1H-tetrazole

Guidance literature:: Multi-step reaction with 6 steps

1: 78 percent / tetrahydrofuran / 1 h / 0 °C

2: 91 percent / Me₂AlCl; Bu₃SnH / CH₂Cl₂ / 1 h / -90 °C

3: 85 percent / proton sponge / CHCl₃ / 16 h / Heating

4: 98 percent / H₂ / Pd(OH)2 / ethanol / 3 h / 20 °C

5: 91 percent / nBu₃P; diisopropyl azodicarboxylate / tetrahydrofuran / 1.5 h / 0 °C

6: 86 percent / H₂O₂ / Mo₇O₂₄(NH₄)6 / ethanol / 16 h / 20 °C

With Proton Sponge; tributylphosphine; di-isopropyl azodicarboxylate; hydrogen; dihydrogen peroxide; tri-n-butyl-tin hydride; dimethylaluminum chloride; palladium dihydroxide; ammonium molybdate tetrahydrate; In tetrahydrofuran; ethanol; dichloromethane; chloroform; 5: Mitsunobu reaction;
DOI:10.1002/chem.200700342

Reference yield:

: 69739-34-0
t-butyldimethylsiyl triflate

: 899798-66-4
5-[(3S,4R,5S,6R,7S)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-7-methoxy-4,6-dimethyl-octane-1-sulfonyl]-1-phenyl-1H-tetrazole

Guidance literature:: Multi-step reaction with 12 steps

1: 88 percent / 2,6-lutidine / CH₂Cl₂ / 1 h / 20 °C

2: diisoibutylaluminum hydride / CH₂Cl₂; hexane / 1 h / -78 °C

3: CH₂Cl₂ / 16 h / -78 °C

4: 2,6-lutidine / CH₂Cl₂ / 1 h / Heating

5: aq. LiOH; H₂O₂ / tetrahydrofuran / 24 h / 20 °C

6: 1,1'-carbonyl-diimidazole / CH₂Cl₂ / 16 h / 20 °C

7: 78 percent / tetrahydrofuran / 1 h / 0 °C

8: 91 percent / Me₂AlCl; Bu₃SnH / CH₂Cl₂ / 1 h / -90 °C

9: 85 percent / proton sponge / CHCl₃ / 16 h / Heating

10: 98 percent / H₂ / Pd(OH)2 / ethanol / 3 h / 20 °C

11: 91 percent / nBu₃P; diisopropyl azodicarboxylate / tetrahydrofuran / 1.5 h / 0 °C

12: 86 percent / H₂O₂ / Mo₇O₂₄(NH₄)6 / ethanol / 16 h / 20 °C

With 2,6-dimethylpyridine; lithium hydroxide; Proton Sponge; tributylphosphine; di-isopropyl azodicarboxylate; hydrogen; dihydrogen peroxide; tri-n-butyl-tin hydride; dimethylaluminum chloride; 1,1'-carbonyldiimidazole; palladium dihydroxide; ammonium molybdate tetrahydrate; In tetrahydrofuran; ethanol; hexane; dichloromethane; chloroform; 3: Evans asymmetric aldolization / 11: Mitsunobu reaction;
DOI:10.1002/chem.200700342