(2R,3R,5S,8R,10S)-benzyl 2-((1R,3R)-1-(tert-butyldimethylsilyloxy)-12-ethoxy-3-methyl-7,12-dioxododec-5-ynyl)-8,10-dimethyl-3-(triethylsilyloxy)-1-oxa-6-azaspiro[4.5]decane-6-carboxylate

Base Information

Chemical Name:(2R,3R,5S,8R,10S)-benzyl 2-((1R,3R)-1-(tert-butyldimethylsilyloxy)-12-ethoxy-3-methyl-7,12-dioxododec-5-ynyl)-8,10-dimethyl-3-(triethylsilyloxy)-1-oxa-6-azaspiro[4.5]decane-6-carboxylate
CAS No.:918310-72-2
Molecular Formula:C₄₅H₇₅NO₈Si₂
Molecular Weight:814.263
Hs Code.:

(2R,3R,5S,8R,10S)-benzyl 2-((1R,3R)-1-(tert-butyldimethylsilyloxy)-12-ethoxy-3-methyl-7,12-dioxododec-5-ynyl)-8,10-dimethyl-3-(triethylsilyloxy)-1-oxa-6-azaspiro[4.5]decane-6-carboxylate

Synonyms:(2R,3R,5S,8R,10S)-benzyl 2-((1R,3R)-1-(tert-butyldimethylsilyloxy)-12-ethoxy-3-methyl-7,12-dioxododec-5-ynyl)-8,10-dimethyl-3-(triethylsilyloxy)-1-oxa-6-azaspiro[4.5]decane-6-carboxylate

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Chemical Property of (2R,3R,5S,8R,10S)-benzyl 2-((1R,3R)-1-(tert-butyldimethylsilyloxy)-12-ethoxy-3-methyl-7,12-dioxododec-5-ynyl)-8,10-dimethyl-3-(triethylsilyloxy)-1-oxa-6-azaspiro[4.5]decane-6-carboxylate

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Technology Process of (2R,3R,5S,8R,10S)-benzyl 2-((1R,3R)-1-(tert-butyldimethylsilyloxy)-12-ethoxy-3-methyl-7,12-dioxododec-5-ynyl)-8,10-dimethyl-3-(triethylsilyloxy)-1-oxa-6-azaspiro[4.5]decane-6-carboxylate

There total 3 articles about (2R,3R,5S,8R,10S)-benzyl 2-((1R,3R)-1-(tert-butyldimethylsilyloxy)-12-ethoxy-3-methyl-7,12-dioxododec-5-ynyl)-8,10-dimethyl-3-(triethylsilyloxy)-1-oxa-6-azaspiro[4.5]decane-6-carboxylate 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:

: 918310-90-4
2-[1-(tert-butyl-dimethyl-silanyloxy)-11-ethoxycarbonyl-7-hydroxy-3-methyl-undec-5-ynyl]-8,10-dimethyl-3-triethylsilanyloxy-1-oxa-6-aza-spiro[4.5]decane-6-carboxylic acid benzyl ester

: 918310-72-2
(2R,3R,5S,8R,10S)-benzyl 2-((1R,3R)-1-(tert-butyldimethylsilyloxy)-12-ethoxy-3-methyl-7,12-dioxododec-5-ynyl)-8,10-dimethyl-3-(triethylsilyloxy)-1-oxa-6-azaspiro[4.5]decane-6-carboxylate

Guidance literature:: With manganese(IV) oxide; potassium carbonate; In dichloromethane; for 0.5h;
DOI:10.1021/ja066971h

Reference yield:

: 896729-87-6
(2R,3R,5S,8R,10S)-benzyl 2-((1R,3R)-1-(tert-butyldimethylsilyloxy)-6-iodo-3-methylhex-5-ynyl)-8,10-dimethyl-3-(triethylsilyloxy)-1-oxa-6-azaspiro[4.5]decane-6-carboxylate

: 918310-72-2
(2R,3R,5S,8R,10S)-benzyl 2-((1R,3R)-1-(tert-butyldimethylsilyloxy)-12-ethoxy-3-methyl-7,12-dioxododec-5-ynyl)-8,10-dimethyl-3-(triethylsilyloxy)-1-oxa-6-azaspiro[4.5]decane-6-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: CrCl₂; NiCl₂ / tetrahydrofuran; benzene / 12 h / 20 °C

2: 4.8 mg / K₂CO₃; MnO₂ / CH₂Cl₂ / 0.5 h

With chromium dichloride; manganese(IV) oxide; potassium carbonate; nickel dichloride; In tetrahydrofuran; dichloromethane; benzene;
DOI:10.1021/ja066971h

Reference yield:

: 918310-80-2
(2R,3R,5S,8R,10S)-benzyl 2-((1R,3R)-1-(tert-butyldimethylsilyloxy)-3-methyl-6-(trimethylsilyl)hex-5-ynyl)-8,10-dimethyl-3-(triethylsilyloxy)-1-oxa-6-azaspiro[4.5]decane-6-carboxylate

: 918310-72-2
(2R,3R,5S,8R,10S)-benzyl 2-((1R,3R)-1-(tert-butyldimethylsilyloxy)-12-ethoxy-3-methyl-7,12-dioxododec-5-ynyl)-8,10-dimethyl-3-(triethylsilyloxy)-1-oxa-6-azaspiro[4.5]decane-6-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: 95 percent / N-iodosuccinimide; silver trifluoroacetate / acetone / 0.17 h

2: CrCl₂; NiCl₂ / tetrahydrofuran; benzene / 12 h / 20 °C

3: 4.8 mg / K₂CO₃; MnO₂ / CH₂Cl₂ / 0.5 h

With chromium dichloride; manganese(IV) oxide; N-iodo-succinimide; silver trifluoroacetate; potassium carbonate; nickel dichloride; In tetrahydrofuran; dichloromethane; acetone; benzene;
DOI:10.1021/ja066971h