Carbonic acid benzyl ester 4-((5R,5aR,8aR,9S)-9-ethylsulfanyl-6-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-ethylsulfanyl-6-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.: 270071-30-2
• Molecular Formula: C₃₁H₃₀O₉S
• Molecular Weight: 578.64
• Mol file: 270071-30-2.mol

Synonyms:Carbonic acid benzyl ester 4-((5R,5aR,8aR,9S)-9-ethylsulfanyl-6-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

Chemical Property of Carbonic acid benzyl ester 4-((5R,5aR,8aR,9S)-9-ethylsulfanyl-6-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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Carbonic acid benzyl ester 4-((5R,5aR,8aR,9S)-9-ethylsulfanyl-6-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 1 articles about Carbonic acid benzyl ester 4-((5R,5aR,8aR,9S)-9-ethylsulfanyl-6-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: 94.0%

4'-demethyl-4'-O-(benzoyloxycarbonyl)epipodophyllotoxin (23363-33-9) + ethanethiol (75-08-1) → Carbonic acid benzyl ester 4-((5R,5aR,8aR,9S)-9-ethylsulfanyl-6-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 (270071-30-2)

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; at 0 ℃; for 1h;

DOI:10.1021/ol005732a

Reference yield: 87.0%

Carbonic acid benzyl ester 4-((5R,5aR,8aR,9S)-9-ethylsulfanyl-6-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 (270071-30-2) → Carbonic acid benzyl ester 4-((5R,5aR,8aR,9S)-9-ethanesulfonyl-6-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 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 0 ℃; for 0.5h;

DOI:10.1021/ol005732a

Reference yield: 75.0%

Carbonic acid benzyl ester 4-((5R,5aR,8aR,9S)-9-ethylsulfanyl-6-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 (270071-30-2) + cyclohexanol (108-93-0) → Carbonic acid benzyl ester 4-((5R,5aR,8aR,9S)-9-cyclohexyloxy-6-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 silver trifluoromethanesulfonate; at 20 ℃; for 16h;

DOI:10.1021/ol005732a

upstream raw materials:

4'-demethyl-4'-O-(benzoyloxycarbonyl)epipodophyllotoxin

ethanethiol

Downstream raw materials:

etoposide

4'-demethyl-4'-O-(benzyloxycarbonyl)-4β-allyl-4-desoxypodophyllotoxin

carbonic acid benzyl ester 2,6-dimethoxy-4-[9-(13-methyl-17-oxo-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-3-yloxy)-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

Carbonic acid benzyl ester 4-[(5R,5aR,8aR,9S)-9-((2R,4aR,6R,7R,8S,8aR)-7,8-bis-benzyloxy-2-methyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy)-6-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