methyl 4-benzyloxy-c-6-<1'-(tert-butyldimethylsilyloxy)allyl>-c-9-methyl-2-oxo-(r-5-)-1-oxaspiro<4.5>dec-3-ene-t-8-carboxylate

Base Information

Chemical Name:methyl 4-benzyloxy-c-6-<1'-(tert-butyldimethylsilyloxy)allyl>-c-9-methyl-2-oxo-(r-5-)-1-oxaspiro<4.5>dec-3-ene-t-8-carboxylate
CAS No.:127791-71-3
Molecular Formula:C₂₈H₄₀O₆Si
Molecular Weight:500.707
Hs Code.:

Synonyms:methyl 4-benzyloxy-c-6-<1'-(tert-butyldimethylsilyloxy)allyl>-c-9-methyl-2-oxo-(r-5-)-1-oxaspiro<4.5>dec-3-ene-t-8-carboxylate

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Chemical Property of methyl 4-benzyloxy-c-6-<1'-(tert-butyldimethylsilyloxy)allyl>-c-9-methyl-2-oxo-(r-5-)-1-oxaspiro<4.5>dec-3-ene-t-8-carboxylate

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Technology Process of methyl 4-benzyloxy-c-6-<1'-(tert-butyldimethylsilyloxy)allyl>-c-9-methyl-2-oxo-(r-5-)-1-oxaspiro<4.5>dec-3-ene-t-8-carboxylate

There total 13 articles about methyl 4-benzyloxy-c-6-<1'-(tert-butyldimethylsilyloxy)allyl>-c-9-methyl-2-oxo-(r-5-)-1-oxaspiro<4.5>dec-3-ene-t-8-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: 77.0%

: 127762-65-6,127853-59-2,127853-60-5,127909-61-9
methyl 4-benzyloxy-c-6-(1'-hydroxyallyl)-c-9-methyl-2-oxo-(r-5-)-1-oxaspiro<4.5>dec-3-ene-c-8-carboxylate

: 18162-48-6
tert-butyldimethylsilyl chloride

: 127791-71-3
methyl 4-benzyloxy-c-6-<1'-(tert-butyldimethylsilyloxy)allyl>-c-9-methyl-2-oxo-(r-5-)-1-oxaspiro<4.5>dec-3-ene-c-8-carboxylate

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; for 1h; Ambient temperature;

Reference yield: 69.0%

: 127762-65-6,127853-59-2,127853-60-5,127909-61-9
methyl 4-benzyloxy-c-6-(1'-hydroxyallyl)-c-9-methyl-2-oxo-(r-5-)-1-oxaspiro<4.5>dec-3-ene-t-8-carboxylate

: 18162-48-6
tert-butyldimethylsilyl chloride

: 127791-71-3
methyl 4-benzyloxy-c-6-<1'-(tert-butyldimethylsilyloxy)allyl>-c-9-methyl-2-oxo-(r-5-)-1-oxaspiro<4.5>dec-3-ene-t-8-carboxylate

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; for 1h; Ambient temperature;

Reference yield:

: 127853-42-3
(1S,2R,5S)-5-[1,3]Dioxolan-2-yl-2-methyl-4-oxo-cyclohexanecarboxylic acid methyl ester

: 127791-71-3
methyl 4-benzyloxy-c-6-<1'-(tert-butyldimethylsilyloxy)allyl>-c-9-methyl-2-oxo-(r-5-)-1-oxaspiro<4.5>dec-3-ene-c-8-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) t-BuLi / 1.) -80 deg C, THF, hexane, 1h 2.) -80 deg C, 5h

2: 89 percent / 50percent aq. HBF₄ / acetonitrile / 7 h

3: 61 percent / tetrahydrofuran / 1 h / -30 °C

4: 77 percent / imidazole / dimethylformamide / 1 h / Ambient temperature

With 1H-imidazole; tetrafluoroboric acid; tert.-butyl lithium; In tetrahydrofuran; N,N-dimethyl-formamide; acetonitrile;