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CAS 117097-35-5

methyl 7-(bromomethyl)naphtho[2,3-d][1,3]dioxole-6-carboxylate

Codes: PICR-002

Application context (from source-drug indications)

Non-small cell lung cancerPicropodophyllin星形细胞瘤Picropodophyllin人乳头瘤病毒感染PicropodophyllinGlioblastomaPicropodophyllin少突神经胶质瘤Picropodophyllin神经胶质肉瘤Picropodophyllin

Source drugs (routes using this intermediate)

DrugTierExpiry
PicropodophyllinTier C — Watch / trade-

Position in synthesis routes (up/downstream chain)

Ordered by route registration; left → right is the synthesis direction. The highlighted node is the current CAS; others link to their own profiles.

PicropodophyllinOriginator routesteps: 15total yield: 10.5 mg
methyl 7-methylnaphtho[2,3-d][1,3]dioxole-6-carboxylate→methyl 7-(bromomethyl)naphtho[2,3-d][1,3]dioxole-6-carboxylate→methyl 7-((allyloxy)methyl)naphtho[2,3-d][1,3]dioxole-6-carboxylate→(2R,3R)-3-amino-4-methoxybutan-2-ol→(4R,5R)-2-(7-((allyloxy)methyl)naphtho[2,3-d][1,3]dioxol-6-yl)-4-(methoxymethyl)-5-methyl-4,5-dihydrooxazole→(7-((4R,5R)-4-(methoxymethyl)-5-methyl-4,5-dihydrooxazol-2-yl)naphtho[2,3-d][1,3]dioxol-6-yl)methanol→(4R,5R)-2-(7-(((tert-butyldimethylsilyl)oxy)methyl)naphtho[2,3-d][1,3]dioxol-6-yl)-4-(methoxymethyl)-5-methyl-4,5-dihydrooxazole→5-bromo-1,2,3-trimethoxybenzene→(4R,5R)-2-((5R)-7-(((tert-butyldimethylsilyl)oxy)methyl)-5-(3,4,5-trimethoxyphenyl)-5,6-dihydronaphtho[2,3-d][1,3]dioxol-6-yl)-4-(methoxymethyl)-5-methyl-4,5-dihydrooxazole→(2R,3R)-4-acetamido-3-(methoxymethyl)butan-2-yl (5R)-7-(acetoxymethyl)-5-(3,4,5-trimethoxyphenyl)-5,6-dihydronaphtho[2,3-d][1,3]dioxole-6-carboxylate→(R)-5-(3,4,5-trimethoxyphenyl)-5,9-dihydrofuro[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6(8H)-one→methyl (5R,6S)-7-(((tert-butyldimethylsilyl)oxy)methyl)-5-(3,4,5-trimethoxyphenyl)-5,6-dihydronaphtho[2,3-d][1,3]dioxole-6-carboxylate→methyl (5R,6R,7R,8S)-7-bromo-7-(((tert-butyldimethylsilyl)oxy)methyl)-8-hydroxy-5-(3,4,5-trimethoxyphenyl)-5,6,7,8-tetrahydronaphtho[2,3-d][1,3]dioxole-6-carboxylate→methyl (5R,6S,7S,8R)-7-(((tert-butyldimethylsilyl)oxy)methyl)-8-hydroxy-5-(3,4,5-trimethoxyphenyl)-5,6,7,8-tetrahydronaphtho[2,3-d][1,3]dioxole-6-carboxylate→methyl (5R,6S,7S)-7-(((tert-butyldimethylsilyl)oxy)methyl)-8-oxo-5-(3,4,5-trimethoxyphenyl)-5,6,7,8-tetrahydronaphtho[2,3-d][1,3]dioxole-6-carboxylate→(5aS,8aS,9R)-5a-(hydroxymethyl)-9-(3,4,5-trimethoxyphenyl)-5a,6,8a,9-tetrahydrofuro[3',4':6,7]naphtho[2,3-d][1,3]dioxole-5,8-dione→(5aR,8aS,9R)-9-(3,4,5-trimethoxyphenyl)-5a,6,8a,9-tetrahydrofuro[3',4':6,7]naphtho[2,3-d][1,3]dioxole-5,8-dione

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