allyl (2S,3R,6S)-6-(8-hydroxy-4,5-tetradecadienyl)-2-methyl-3-[(triisopropylsilyl)oxy]-1-piperidinecarboxylate -Drug Synthesis Database

【结构式】

【分子编号】40252

【品名】allyl (2S,3R,6S)-6-(8-hydroxy-4,5-tetradecadienyl)-2-methyl-3-[(triisopropylsilyl)oxy]-1-piperidinecarboxylate

【CA登记号】

【分子式】C₃₃H₆₁NO₄Si

【分子量】563.93718

【元素组成】C 70.28% H 10.9% N 2.48% O 11.35% Si 4.98%

与该中间体有关的原料药合成路线共 2 条

合成路线1 合成路线2

合成路线1

该中间体在本合成路线中的序号：(XX)

The required propargyl alcohol (XVIII) was obtained by Swern oxidation of alcohol (XVI) to aldehyde (XVII), followed by condensation with dimethyl(diazomethyl)phosphonate

参考文献中间体

合成目标

【1】 Ha, J.D.; Cha, J.K.; Total synthesis of clavepictines A and B. Diastereoselective cyclization of delta-aminoallenes. J Am Chem Soc 1999, 121, 43, 10012.

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
	40736	bromo(hexyl)magnesium	3761-92-0	C₆H₁₃BrMg	详情	详情
(XVI)	40248	allyl (2S,3R,6S)-6-[(4R)-5-hydroxy-4-(tetrahydro-2H-pyran-2-yloxy)pentyl]-2-methyl-3-[(triisopropylsilyl)oxy]-1-piperidinecarboxylate		C₂₉H₅₅NO₆Si	详情	详情
(XVII)	40249	allyl (2S,3R,6S)-2-methyl-6-[(4R)-5-oxo-4-(tetrahydro-2H-pyran-2-yloxy)pentyl]-3-[(triisopropylsilyl)oxy]-1-piperidinecarboxylate		C₂₉H₅₃NO₆Si	详情	详情
(XVIII)	40250	allyl (2S,3R,6S)-6-[(4R)-4-hydroxy-5-hexynyl]-2-methyl-3-[(triisopropylsilyl)oxy]-1-piperidinecarboxylate		C₂₅H₄₅NO₄Si	详情	详情
(XIX)	40251	allyl (2S,3R,6S)-6-(8-ethoxy-8-oxo-4,5-octadienyl)-2-methyl-3-[(triisopropylsilyl)oxy]-1-piperidinecarboxylate		C₂₉H₅₁NO₅Si	详情	详情
(XX)	40252	allyl (2S,3R,6S)-6-(8-hydroxy-4,5-tetradecadienyl)-2-methyl-3-[(triisopropylsilyl)oxy]-1-piperidinecarboxylate		C₃₃H₆₁NO₄Si	详情	详情
(XXI)	40253	1-hexyl-8-[(2S,5R,6S)-6-methyl-5-[(triisopropylsilyl)oxy]piperidinyl]-3,4-octadienyl triethylsilyl ether; (2S,3R,6S)-2-methyl-6-[8-[(triethylsilyl)oxy]-4,5-tetradecadienyl]-3-[(triisopropylsilyl)oxy]piperidine		C₃₅H₇₁NO₂Si₂	详情	详情
(XXII)	40254	(E)-1-[(4S,6S,7R,9aS)-6-methyl-7-[(triisopropylsilyl)oxy]octahydro-2H-quinolizin-4-yl]-1-decen-4-ol		C₂₉H₅₇NO₂Si	详情	详情
(XXIII)	40255	(3R,4S,6S,9aS)-6-[(1E,3E)-1,3-decadienyl]-4-methyloctahydro-2H-quinolizin-3-yl triisopropylsilyl ether; (3R,4S,6S,9aS)-6-[(1E,3E)-1,3-decadienyl]-4-methyl-3-[(triisopropylsilyl)oxy]octahydro-2H-quinolizine		C₂₉H₅₅NOSi	详情	详情

合成路线2

该中间体在本合成路线中的序号：(XX)

The required propargyl alcohol (XVIII) was obtained by Swern oxidation of alcohol (XVI) to aldehyde (XVII), followed by condensation with dimethyl (diazomethyl) phosphonate

参考文献中间体

合成目标

【1】 Ha, J.D.; Cha, J.K.; Total synthesis of clavepictines A and B. Diastereoselective cyclization of delta-aminoallenes. J Am Chem Soc 1999, 121, 43, 10012.

中间体序号	中间体编号	品名	分子式	供应商	用于合成
(XVI)	40248	allyl (2S,3R,6S)-6-[(4R)-5-hydroxy-4-(tetrahydro-2H-pyran-2-yloxy)pentyl]-2-methyl-3-[(triisopropylsilyl)oxy]-1-piperidinecarboxylate	C₂₉H₅₅NO₆Si	详情	详情
(XVII)	40249	allyl (2S,3R,6S)-2-methyl-6-[(4R)-5-oxo-4-(tetrahydro-2H-pyran-2-yloxy)pentyl]-3-[(triisopropylsilyl)oxy]-1-piperidinecarboxylate	C₂₉H₅₃NO₆Si	详情	详情
(XVIII)	40250	allyl (2S,3R,6S)-6-[(4R)-4-hydroxy-5-hexynyl]-2-methyl-3-[(triisopropylsilyl)oxy]-1-piperidinecarboxylate	C₂₅H₄₅NO₄Si	详情	详情
(XIX)	40251	allyl (2S,3R,6S)-6-(8-ethoxy-8-oxo-4,5-octadienyl)-2-methyl-3-[(triisopropylsilyl)oxy]-1-piperidinecarboxylate	C₂₉H₅₁NO₅Si	详情	详情
(XX)	40252	allyl (2S,3R,6S)-6-(8-hydroxy-4,5-tetradecadienyl)-2-methyl-3-[(triisopropylsilyl)oxy]-1-piperidinecarboxylate	C₃₃H₆₁NO₄Si	详情	详情
(XXI)	40253	1-hexyl-8-[(2S,5R,6S)-6-methyl-5-[(triisopropylsilyl)oxy]piperidinyl]-3,4-octadienyl triethylsilyl ether; (2S,3R,6S)-2-methyl-6-[8-[(triethylsilyl)oxy]-4,5-tetradecadienyl]-3-[(triisopropylsilyl)oxy]piperidine	C₃₅H₇₁NO₂Si₂	详情	详情
(XXII)	40254	(E)-1-[(4S,6S,7R,9aS)-6-methyl-7-[(triisopropylsilyl)oxy]octahydro-2H-quinolizin-4-yl]-1-decen-4-ol	C₂₉H₅₇NO₂Si	详情	详情
(XXIII)	40255	(3R,4S,6S,9aS)-6-[(1E,3E)-1,3-decadienyl]-4-methyloctahydro-2H-quinolizin-3-yl triisopropylsilyl ether; (3R,4S,6S,9aS)-6-[(1E,3E)-1,3-decadienyl]-4-methyl-3-[(triisopropylsilyl)oxy]octahydro-2H-quinolizine	C₂₉H₅₅NOSi	详情	详情

Extended Information