(S)-6-(tert-butyldiphenylsilyl)oxy-1-diazo-4-[3-[(4-methoxyphenoxy)methyl]-3-buten-1-yl]oxyhexane-2,5-dione

Base Information

Chemical Name:(S)-6-(tert-butyldiphenylsilyl)oxy-1-diazo-4-[3-[(4-methoxyphenoxy)methyl]-3-buten-1-yl]oxyhexane-2,5-dione
CAS No.:914093-05-3
Molecular Formula:C₃₄H₄₀N₂O₆Si
Molecular Weight:600.787
Hs Code.:

Synonyms:(S)-6-(tert-butyldiphenylsilyl)oxy-1-diazo-4-[3-[(4-methoxyphenoxy)methyl]-3-buten-1-yl]oxyhexane-2,5-dione

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Chemical Property of (S)-6-(tert-butyldiphenylsilyl)oxy-1-diazo-4-[3-[(4-methoxyphenoxy)methyl]-3-buten-1-yl]oxyhexane-2,5-dione

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Technology Process of (S)-6-(tert-butyldiphenylsilyl)oxy-1-diazo-4-[3-[(4-methoxyphenoxy)methyl]-3-buten-1-yl]oxyhexane-2,5-dione

There total 23 articles about (S)-6-(tert-butyldiphenylsilyl)oxy-1-diazo-4-[3-[(4-methoxyphenoxy)methyl]-3-buten-1-yl]oxyhexane-2,5-dione 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:

: 914093-10-0
tert-butyl (3S,4R)-4,5-(dimethylmethylenedioxy)-3-(4-hydroxybutyl)oxypentanoate

: 914093-05-3
(S)-6-(tert-butyldiphenylsilyl)oxy-1-diazo-4-[3-[(4-methoxyphenoxy)methyl]-3-buten-1-yl]oxyhexane-2,5-dione

Guidance literature:: Multi-step reaction with 10 steps

1.1: oxalyl chloride; triethylamine; dimethyl sulfoxide / CH₂Cl₂ / 1 h / -78 - 0 °C

2.1: 577 mg / 1,8-diazabicyclo[5.4.0]undec-7-ene / CH₂Cl₂ / 20 h / 20 °C

3.1: 95 percent / NaBH₄ / ethanol / 0.33 h / cooling

4.1: 1.72 g / triethylamine / CH₂Cl₂ / 0.17 h / cooling

5.1: 1.44 g / K₂CO₃ / acetonitrile / 6 h / Heating

6.1: 95 percent / acetic acid; water / tetrahydrofuran / 4 h / 40 °C

7.1: 92 percent / imidazole / CH₂Cl₂ / 1 h / 0 - 20 °C

8.1: 93 percent / Dess-Martin periodinane / CH₂Cl₂ / 1 h

9.1: 700 mg / trifluoroacetic acid / CH₂Cl₂ / 1 h / cooling

10.1: isobutyl chloroformate; triethylamine / diethyl ether / 0.17 h / cooling

10.2: 430 mg / diethyl ether / 1.5 h

With 1H-imidazole; sodium tetrahydroborate; oxalyl dichloride; water; potassium carbonate; Dess-Martin periodane; acetic acid; dimethyl sulfoxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; trifluoroacetic acid; isobutyl chloroformate; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane; acetonitrile;
DOI:10.1002/anie.200602030

Reference yield:

: 914093-11-1
tert-butyl (3S,4R)-4,5-(dimethylmethylenedioxy)-3-[3-(hydroxymethyl)-3-buten-1-yl]oxypentanoate

: 914093-05-3
(S)-6-(tert-butyldiphenylsilyl)oxy-1-diazo-4-[3-[(4-methoxyphenoxy)methyl]-3-buten-1-yl]oxyhexane-2,5-dione

Guidance literature:: Multi-step reaction with 7 steps

1.1: 1.72 g / triethylamine / CH₂Cl₂ / 0.17 h / cooling

2.1: 1.44 g / K₂CO₃ / acetonitrile / 6 h / Heating

3.1: 95 percent / acetic acid; water / tetrahydrofuran / 4 h / 40 °C

4.1: 92 percent / imidazole / CH₂Cl₂ / 1 h / 0 - 20 °C

5.1: 93 percent / Dess-Martin periodinane / CH₂Cl₂ / 1 h

6.1: 700 mg / trifluoroacetic acid / CH₂Cl₂ / 1 h / cooling

7.1: isobutyl chloroformate; triethylamine / diethyl ether / 0.17 h / cooling

7.2: 430 mg / diethyl ether / 1.5 h

With 1H-imidazole; water; potassium carbonate; Dess-Martin periodane; acetic acid; triethylamine; trifluoroacetic acid; isobutyl chloroformate; In tetrahydrofuran; diethyl ether; dichloromethane; acetonitrile;
DOI:10.1002/anie.200602030

Reference yield:

: 914093-13-3
tert-butyl (3S,4R)-4,5-dihydroxy-3-[3-[(4-methoxyphenoxy)methyl]-3-buten-1-yl]oxypentanoate

: 914093-05-3
(S)-6-(tert-butyldiphenylsilyl)oxy-1-diazo-4-[3-[(4-methoxyphenoxy)methyl]-3-buten-1-yl]oxyhexane-2,5-dione

Guidance literature:: Multi-step reaction with 4 steps

1.1: 92 percent / imidazole / CH₂Cl₂ / 1 h / 0 - 20 °C

2.1: 93 percent / Dess-Martin periodinane / CH₂Cl₂ / 1 h

3.1: 700 mg / trifluoroacetic acid / CH₂Cl₂ / 1 h / cooling

4.1: isobutyl chloroformate; triethylamine / diethyl ether / 0.17 h / cooling

4.2: 430 mg / diethyl ether / 1.5 h

With 1H-imidazole; Dess-Martin periodane; triethylamine; trifluoroacetic acid; isobutyl chloroformate; In diethyl ether; dichloromethane;
DOI:10.1002/anie.200602030