(5R,5aR,8aR,9S)-9-(3-Hydroxy-propyl)-5-(3,4,5-trimethoxy-phenyl)-5,8,8a,9-tetrahydro-5aH-furo[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6-one

Base Information

Chemical Name:(5R,5aR,8aR,9S)-9-(3-Hydroxy-propyl)-5-(3,4,5-trimethoxy-phenyl)-5,8,8a,9-tetrahydro-5aH-furo[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6-one
CAS No.:183986-26-7
Molecular Formula:C₂₅H₂₈O₈
Molecular Weight:456.493
Hs Code.:

Synonyms:(5R,5aR,8aR,9S)-9-(3-Hydroxy-propyl)-5-(3,4,5-trimethoxy-phenyl)-5,8,8a,9-tetrahydro-5aH-furo[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6-one

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Chemical Property of (5R,5aR,8aR,9S)-9-(3-Hydroxy-propyl)-5-(3,4,5-trimethoxy-phenyl)-5,8,8a,9-tetrahydro-5aH-furo[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6-one

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Technology Process of (5R,5aR,8aR,9S)-9-(3-Hydroxy-propyl)-5-(3,4,5-trimethoxy-phenyl)-5,8,8a,9-tetrahydro-5aH-furo[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6-one

There total 2 articles about (5R,5aR,8aR,9S)-9-(3-Hydroxy-propyl)-5-(3,4,5-trimethoxy-phenyl)-5,8,8a,9-tetrahydro-5aH-furo[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6-one 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:

: 518-28-5
podofilox

: 183986-26-7
(5R,5aR,8aR,9S)-9-(3-Hydroxy-propyl)-5-(3,4,5-trimethoxy-phenyl)-5,8,8a,9-tetrahydro-5aH-furo[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6-one

Guidance literature:: Multi-step reaction with 2 steps

1: 95 percent / BF₃-Et₂O, 4 Angstroem molecular sieves / CH₂Cl₂ / 4 h / 25 °C

2: 1. borane-methyl sulfide; 2.) 3 N NaOH, 30percent H₂O₂ / 1.) CH₂Cl₂, 25 deg C, 4 h; 2.) CH₂Cl₂, EtOH, 0 deg C

With sodium hydroxide; dimethylsulfide borane complex; 4 A molecular sieve; boron trifluoride diethyl etherate; dihydrogen peroxide; In dichloromethane;
DOI:10.1139/v96-187

Reference yield:

: 136723-80-3
4-deoxy-4-allyl-(epi)-podophyllotoxin

: 183986-26-7
(5R,5aR,8aR,9S)-9-(3-Hydroxy-propyl)-5-(3,4,5-trimethoxy-phenyl)-5,8,8a,9-tetrahydro-5aH-furo[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6-one

Guidance literature:: With sodium hydroxide; dimethylsulfide borane complex; dihydrogen peroxide; Yield given. Multistep reaction; 1.) CH₂Cl₂, 25 deg C, 4 h; 2.) CH₂Cl₂, EtOH, 0 deg C;
DOI:10.1139/v96-187