(4S,5S,6R,9S)-8-((tert-butyldiphenylsilyloxy)methyl)-9-hydroxy-2-(4-methoxyphenyl)-4-methyl-3-oxa-1-azaspiro[4.4]nona-1,7-dien-6-yl acetate

Base Information

Chemical Name:(4S,5S,6R,9S)-8-((tert-butyldiphenylsilyloxy)methyl)-9-hydroxy-2-(4-methoxyphenyl)-4-methyl-3-oxa-1-azaspiro[4.4]nona-1,7-dien-6-yl acetate
CAS No.:1403757-60-7
Molecular Formula:C₃₄H₃₉NO₆Si
Molecular Weight:585.772
Hs Code.:

Synonyms:(4S,5S,6R,9S)-8-((tert-butyldiphenylsilyloxy)methyl)-9-hydroxy-2-(4-methoxyphenyl)-4-methyl-3-oxa-1-azaspiro[4.4]nona-1,7-dien-6-yl acetate

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Chemical Property of (4S,5S,6R,9S)-8-((tert-butyldiphenylsilyloxy)methyl)-9-hydroxy-2-(4-methoxyphenyl)-4-methyl-3-oxa-1-azaspiro[4.4]nona-1,7-dien-6-yl acetate

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Technology Process of (4S,5S,6R,9S)-8-((tert-butyldiphenylsilyloxy)methyl)-9-hydroxy-2-(4-methoxyphenyl)-4-methyl-3-oxa-1-azaspiro[4.4]nona-1,7-dien-6-yl acetate

There total 9 articles about (4S,5S,6R,9S)-8-((tert-butyldiphenylsilyloxy)methyl)-9-hydroxy-2-(4-methoxyphenyl)-4-methyl-3-oxa-1-azaspiro[4.4]nona-1,7-dien-6-yl acetate 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: 84.0%

: 1403757-59-4
(4S,5S,6R,9S)-8-((tert-butyldiphenylsilyloxy)methyl)-2-(4-methoxyphenyl)-4-methyl-9-(triethylsilyloxy)-3-oxa-1-azaspiro[4.4]nona-1,7-dien-6-yl acetate

: 1403757-60-7
(4S,5S,6R,9S)-8-((tert-butyldiphenylsilyloxy)methyl)-9-hydroxy-2-(4-methoxyphenyl)-4-methyl-3-oxa-1-azaspiro[4.4]nona-1,7-dien-6-yl acetate

Guidance literature:: With trifluoroacetic acid; In water; acetonitrile; at 20 ℃; for 72h;
DOI:10.1021/jo301638z

Reference yield:

: 1403757-58-3
(4S,5R,6R,9S)-8-((tert-butyldiphenylsilyloxy)methyl)-2-(4-methoxyphenyl)-4-methyl-9-(triethylsilyloxy)-3-oxa-1-azaspiro[4.4]nona-1,7-dien-6-ol

: 1403757-60-7
(4S,5S,6R,9S)-8-((tert-butyldiphenylsilyloxy)methyl)-9-hydroxy-2-(4-methoxyphenyl)-4-methyl-3-oxa-1-azaspiro[4.4]nona-1,7-dien-6-yl acetate

Guidance literature:: Multi-step reaction with 2 steps

1: triethylamine; dmap / dichloromethane / 1 h / 0 - 20 °C / Inert atmosphere

2: trifluoroacetic acid / acetonitrile; water / 72 h / 20 °C

With dmap; triethylamine; trifluoroacetic acid; In dichloromethane; water; acetonitrile;
DOI:10.1021/jo301638z

Reference yield:

: C₃₉H₄₃NO₆Si

: 1403757-60-7
(4S,5S,6R,9S)-8-((tert-butyldiphenylsilyloxy)methyl)-9-hydroxy-2-(4-methoxyphenyl)-4-methyl-3-oxa-1-azaspiro[4.4]nona-1,7-dien-6-yl acetate

Guidance literature:: Multi-step reaction with 10 steps

1.1: 2,6-dimethylpyridine / dichloromethane / 0 - 20 °C

2.1: diisobutylaluminium hydride / dichloromethane / -78 °C

3.1: methylmagnesium bromide / diethyl ether / 0 °C

4.1: oxalyl dichloride; dimethyl sulfoxide; triethylamine / dichloromethane / -78 °C

5.1: ozone / dichloromethane / -78 °C

6.1: N-ethyl-N,N-diisopropylamine; titanium tetrachloride; chloro-trimethyl-silane / dichloromethane / 0 °C

7.1: trifluoroacetyl chloride; pyridine / dichloromethane / 20 °C

8.1: cerium(III) chloride heptahydrate / methanol; dichloromethane / 0.17 h / 0 °C / Inert atmosphere

8.2: 1 h / 0 °C / Inert atmosphere

9.1: triethylamine; dmap / dichloromethane / 1 h / 0 - 20 °C / Inert atmosphere

10.1: trifluoroacetic acid / acetonitrile; water / 72 h / 20 °C

With pyridine; 2,6-dimethylpyridine; dmap; chloro-trimethyl-silane; oxalyl dichloride; cerium(III) chloride heptahydrate; methylmagnesium bromide; titanium tetrachloride; diisobutylaluminium hydride; ozone; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; trifluoroacetyl chloride; In methanol; diethyl ether; dichloromethane; water; acetonitrile;
DOI:10.1021/jo301638z