Carbonic acid benzyl ester 2,6-dimethoxy-4-((5R,5aR,8aR,9S)-9-{2-[methyl-(2-piperidin-1-yl-ethyl)-amino]-ethyl}-6-oxo-5,5a,6,8,8a,9-hexahydro-furo[3',4':6,7]naphtho[2,3-d][1,3]dioxol-5-yl)-phenyl ester

Base Information

Chemical Name:Carbonic acid benzyl ester 2,6-dimethoxy-4-((5R,5aR,8aR,9S)-9-{2-[methyl-(2-piperidin-1-yl-ethyl)-amino]-ethyl}-6-oxo-5,5a,6,8,8a,9-hexahydro-furo[3',4':6,7]naphtho[2,3-d][1,3]dioxol-5-yl)-phenyl ester
CAS No.:147238-84-4
Molecular Formula:C₃₉H₄₆N₂O₉
Molecular Weight:686.802
Hs Code.:

Carbonic acid benzyl ester 2,6-dimethoxy-4-((5R,5aR,8aR,9S)-9-{2-[methyl-(2-piperidin-1-yl-ethyl)-amino]-ethyl}-6-oxo-5,5a,6,8,8a,9-hexahydro-furo[3',4':6,7]naphtho[2,3-d][1,3]dioxol-5-yl)-phenyl ester

Synonyms:Carbonic acid benzyl ester 2,6-dimethoxy-4-((5R,5aR,8aR,9S)-9-{2-[methyl-(2-piperidin-1-yl-ethyl)-amino]-ethyl}-6-oxo-5,5a,6,8,8a,9-hexahydro-furo[3',4':6,7]naphtho[2,3-d][1,3]dioxol-5-yl)-phenyl ester

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Chemical Property of Carbonic acid benzyl ester 2,6-dimethoxy-4-((5R,5aR,8aR,9S)-9-{2-[methyl-(2-piperidin-1-yl-ethyl)-amino]-ethyl}-6-oxo-5,5a,6,8,8a,9-hexahydro-furo[3',4':6,7]naphtho[2,3-d][1,3]dioxol-5-yl)-phenyl ester

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Technology Process of Carbonic acid benzyl ester 2,6-dimethoxy-4-((5R,5aR,8aR,9S)-9-{2-[methyl-(2-piperidin-1-yl-ethyl)-amino]-ethyl}-6-oxo-5,5a,6,8,8a,9-hexahydro-furo[3',4':6,7]naphtho[2,3-d][1,3]dioxol-5-yl)-phenyl ester

There total 3 articles about Carbonic acid benzyl ester 2,6-dimethoxy-4-((5R,5aR,8aR,9S)-9-{2-[methyl-(2-piperidin-1-yl-ethyl)-amino]-ethyl}-6-oxo-5,5a,6,8,8a,9-hexahydro-furo[3',4':6,7]naphtho[2,3-d][1,3]dioxol-5-yl)-phenyl ester 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:

: 23363-33-9
4'-demethyl-4'-O-(benzoyloxycarbonyl)epipodophyllotoxin

: 147238-84-4
Carbonic acid benzyl ester 2,6-dimethoxy-4-((5R,5aR,8aR,9S)-9-{2-[methyl-(2-piperidin-1-yl-ethyl)-amino]-ethyl}-6-oxo-5,5a,6,8,8a,9-hexahydro-furo[3',4':6,7]naphtho[2,3-d][1,3]dioxol-5-yl)-phenyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 95.8 percent / BF₃*Et₂O / CH₂Cl₂ / 1 h / 0 °C

2: 1.) OsO₄, N-methylmorpholine N-oxide (NMO), 2.) Pb(OAc)4 / 1.) acetone, RT, 1 h, 2.) benzene, RT, 0.5 h

3: NaCNBH₃, AcOH / methanol / 1 h / Ambient temperature

With lead(IV) acetate; osmium(VIII) oxide; boron trifluoride diethyl etherate; sodium cyanoborohydride; acetic acid; 4-methylmorpholine N-oxide; In methanol; dichloromethane;
DOI:10.1021/jm00064a002

Reference yield:

: 147238-65-1
4'-demethyl-4'-O-(benzyloxycarbonyl)-4β-allyl-4-desoxypodophyllotoxin

: 147238-84-4
Carbonic acid benzyl ester 2,6-dimethoxy-4-((5R,5aR,8aR,9S)-9-{2-[methyl-(2-piperidin-1-yl-ethyl)-amino]-ethyl}-6-oxo-5,5a,6,8,8a,9-hexahydro-furo[3',4':6,7]naphtho[2,3-d][1,3]dioxol-5-yl)-phenyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) OsO₄, N-methylmorpholine N-oxide (NMO), 2.) Pb(OAc)4 / 1.) acetone, RT, 1 h, 2.) benzene, RT, 0.5 h

2: NaCNBH₃, AcOH / methanol / 1 h / Ambient temperature

With lead(IV) acetate; osmium(VIII) oxide; sodium cyanoborohydride; acetic acid; 4-methylmorpholine N-oxide; In methanol;
DOI:10.1021/jm00064a002