1-Oxa-6-azaspiro[4.5]decane-6-carboxylic acid, 3-(benzoyloxy)-8,10-dimethyl-2-[(2S,4R)-tetrahydro-4-methyl-6-oxo-2H- pyran-2-yl]-, 2-(trimethylsilyl)ethyl ester, (2S,3R,5R,8S,10R)-

Base Information

Chemical Name:1-Oxa-6-azaspiro[4.5]decane-6-carboxylic acid, 3-(benzoyloxy)-8,10-dimethyl-2-[(2S,4R)-tetrahydro-4-methyl-6-oxo-2H- pyran-2-yl]-, 2-(trimethylsilyl)ethyl ester, (2S,3R,5R,8S,10R)-
CAS No.:615285-01-3
Molecular Formula:C29H43NO7Si
Molecular Weight:545.748
Hs Code.:

1-Oxa-6-azaspiro[4.5]decane-6-carboxylic acid,
3-(benzoyloxy)-8,10-dimethyl-2-[(2S,4R)-tetrahydro-4-methyl-6-oxo-2H-
pyran-2-yl]-, 2-(trimethylsilyl)ethyl ester, (2S,3R,5R,8S,10R)-

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Chemical Property of 1-Oxa-6-azaspiro[4.5]decane-6-carboxylic acid, 3-(benzoyloxy)-8,10-dimethyl-2-[(2S,4R)-tetrahydro-4-methyl-6-oxo-2H- pyran-2-yl]-, 2-(trimethylsilyl)ethyl ester, (2S,3R,5R,8S,10R)-

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Technology Process of 1-Oxa-6-azaspiro[4.5]decane-6-carboxylic acid, 3-(benzoyloxy)-8,10-dimethyl-2-[(2S,4R)-tetrahydro-4-methyl-6-oxo-2H- pyran-2-yl]-, 2-(trimethylsilyl)ethyl ester, (2S,3R,5R,8S,10R)-

There total 4 articles about 1-Oxa-6-azaspiro[4.5]decane-6-carboxylic acid, 3-(benzoyloxy)-8,10-dimethyl-2-[(2S,4R)-tetrahydro-4-methyl-6-oxo-2H- pyran-2-yl]-, 2-(trimethylsilyl)ethyl ester, (2S,3R,5R,8S,10R)- 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: 81.0%

: 880344-77-4
Benzoic acid (2S,3R)-5-[(1R,3S)-1,3-dimethyl-4-(2-trimethylsilanyl-ethoxycarbonylamino)-butyl]-5-methoxy-2-((2S,4R)-4-methyl-6-oxo-tetrahydro-pyran-2-yl)-tetrahydro-furan-3-yl ester

: 615285-01-3
(2S,3R,5R,8S,10R)-3-Benzoyloxy-8,10-dimethyl-2-((2S,4R)-4-methyl-6-oxo-tetrahydro-pyran-2-yl)-1-oxa-6-aza-spiro[4.5]decane-6-carboxylic acid 2-trimethylsilanyl-ethyl ester

Guidance literature:: With neodymium(III) trifluoromethanesufonate; In acetonitrile; at 25 ℃; for 0.25h;
DOI:10.1021/ja0547477

Reference yield:

: 343782-92-3
Benzoic acid (2S,3R)-5-((1R,3S)-4-azido-1,3-dimethyl-butyl)-5-methoxy-2-((2S,4R)-4-methyl-6-oxo-tetrahydro-pyran-2-yl)-tetrahydro-furan-3-yl ester

: 615285-01-3
(2S,3R,5R,8S,10R)-3-Benzoyloxy-8,10-dimethyl-2-((2S,4R)-4-methyl-6-oxo-tetrahydro-pyran-2-yl)-1-oxa-6-aza-spiro[4.5]decane-6-carboxylic acid 2-trimethylsilanyl-ethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: H₂; Pd/C catalyst / ethyl acetate / 7 h / 25 °C

2: 2.03 g / Et₃N / ethyl acetate / 15 h / 25 °C

3: 81 percent / Nd(OTf)3 / acetonitrile / 0.25 h / 25 °C

With palladium on activated charcoal; hydrogen; triethylamine; neodymium(III) trifluoromethanesufonate; In ethyl acetate; acetonitrile;
DOI:10.1021/ja0547477

Reference yield:

: 80149-80-0
2-(Trimethylsilyl)ethyl 4-nitrophenyl carbonate

: 615285-01-3
(2S,3R,5R,8S,10R)-3-Benzoyloxy-8,10-dimethyl-2-((2S,4R)-4-methyl-6-oxo-tetrahydro-pyran-2-yl)-1-oxa-6-aza-spiro[4.5]decane-6-carboxylic acid 2-trimethylsilanyl-ethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 2.03 g / Et₃N / ethyl acetate / 15 h / 25 °C

2: 81 percent / Nd(OTf)3 / acetonitrile / 0.25 h / 25 °C

With triethylamine; neodymium(III) trifluoromethanesufonate; In ethyl acetate; acetonitrile;
DOI:10.1021/ja0547477