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

Base Information

Chemical Name:Carbonic acid benzyl ester 4-[(5R,5aR,8aR,9S)-9-(2,3-dihydroxy-propyl)-8-oxo-5,5a,6,8,8a,9-hexahydro-furo[3',4':6,7]naphtho[2,3-d][1,3]dioxol-5-yl]-2,6-dimethoxy-phenyl ester
CAS No.:845863-42-5
Molecular Formula:C₃₂H₃₂O₁₁
Molecular Weight:592.599
Hs Code.:

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

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

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

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

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

: 845863-41-4
11-oxo-13-deoxo-4'-demethyl-4'-benzyloxycarbonyl-4β-allyl-4-desoxypodophyllotoxin

: 845863-42-5
Carbonic acid benzyl ester 4-[(5R,5aR,8aR,9S)-9-(2,3-dihydroxy-propyl)-8-oxo-5,5a,6,8,8a,9-hexahydro-furo[3',4':6,7]naphtho[2,3-d][1,3]dioxol-5-yl]-2,6-dimethoxy-phenyl ester

Guidance literature:: With osmium(VIII) oxide; 4-methylmorpholine N-oxide; In acetone; tert-butyl alcohol; at 20 ℃; for 3h;
DOI:10.1021/jm0495733

Reference yield:

: 501-53-1,94274-21-2
benzyl chloroformate

: 845863-42-5
Carbonic acid benzyl ester 4-[(5R,5aR,8aR,9S)-9-(2,3-dihydroxy-propyl)-8-oxo-5,5a,6,8,8a,9-hexahydro-furo[3',4':6,7]naphtho[2,3-d][1,3]dioxol-5-yl]-2,6-dimethoxy-phenyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 82 percent / Et₃N / CH₂Cl₂

2: BF₃*Et₂O / CH₂Cl₂ / 4 h / 0 °C

3: N-methylmorpholine N-oxide; OsO₄ / acetone; 2-methyl-propan-2-ol / 3 h / 20 °C

With osmium(VIII) oxide; boron trifluoride diethyl etherate; 4-methylmorpholine N-oxide; triethylamine; In dichloromethane; acetone; tert-butyl alcohol;
DOI:10.1021/jm0495733

Reference yield:

: 153230-77-4
4,4'-bis(tert-butyldimethylsilyl)-4'-O-demethylepipodophyllol

: 845863-42-5
Carbonic acid benzyl ester 4-[(5R,5aR,8aR,9S)-9-(2,3-dihydroxy-propyl)-8-oxo-5,5a,6,8,8a,9-hexahydro-furo[3',4':6,7]naphtho[2,3-d][1,3]dioxol-5-yl]-2,6-dimethoxy-phenyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: N-methylmorpholine N-oxide; tetrapropylammonium perruthenate; molecular sieves / CH₂Cl₂ / 2 h

1.2: tetrabutylammonium fluoride / tetrahydrofuran / 0.33 h

2.1: 80 percent / tetrabutylammonium fluoride / tetrahydrofuran / 23 h

3.1: 82 percent / Et₃N / CH₂Cl₂

4.1: BF₃*Et₂O / CH₂Cl₂ / 4 h / 0 °C

5.1: N-methylmorpholine N-oxide; OsO₄ / acetone; 2-methyl-propan-2-ol / 3 h / 20 °C

With osmium(VIII) oxide; molecular sieve; tetrapropylammonium perruthennate; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; 4-methylmorpholine N-oxide; triethylamine; In tetrahydrofuran; dichloromethane; acetone; tert-butyl alcohol;
DOI:10.1021/jm0495733