(4aS,4bR,10bS,12aS)-8-Benzyloxy-12a-methyl-3-methylene-3,4,4a,4b,5,6,10b,11,12,12a-decahydro-1H-2-oxa-chrysene

Base Information

Chemical Name:(4aS,4bR,10bS,12aS)-8-Benzyloxy-12a-methyl-3-methylene-3,4,4a,4b,5,6,10b,11,12,12a-decahydro-1H-2-oxa-chrysene
CAS No.:313468-80-3
Molecular Formula:C₂₆H₃₀O₂
Molecular Weight:374.523
Hs Code.:

Synonyms:(4aS,4bR,10bS,12aS)-8-Benzyloxy-12a-methyl-3-methylene-3,4,4a,4b,5,6,10b,11,12,12a-decahydro-1H-2-oxa-chrysene

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Chemical Property of (4aS,4bR,10bS,12aS)-8-Benzyloxy-12a-methyl-3-methylene-3,4,4a,4b,5,6,10b,11,12,12a-decahydro-1H-2-oxa-chrysene

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Technology Process of (4aS,4bR,10bS,12aS)-8-Benzyloxy-12a-methyl-3-methylene-3,4,4a,4b,5,6,10b,11,12,12a-decahydro-1H-2-oxa-chrysene

There total 3 articles about (4aS,4bR,10bS,12aS)-8-Benzyloxy-12a-methyl-3-methylene-3,4,4a,4b,5,6,10b,11,12,12a-decahydro-1H-2-oxa-chrysene 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:

: 313468-79-0
(4aS,4bR,10bS,12aS)-8-Benzyloxy-3-iodomethyl-12a-methyl-3,4,4a,4b,5,6,10b,11,12,12a-decahydro-1H-2-oxa-chrysene

: 313468-80-3
(4aS,4bR,10bS,12aS)-8-Benzyloxy-12a-methyl-3-methylene-3,4,4a,4b,5,6,10b,11,12,12a-decahydro-1H-2-oxa-chrysene

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene; at 90 - 100 ℃; for 0.5h;
DOI:10.1002/1521-3765(20001016)6:20<3755::AID-CHEM3755>3.0.CO;2-L

Reference yield:

: 3-benzyloxy-14β-(prop-2-en-yl)-des-D-estra-1,3,5(10)-trien-13α-carbaldehyde

: 313468-80-3
(4aS,4bR,10bS,12aS)-8-Benzyloxy-12a-methyl-3-methylene-3,4,4a,4b,5,6,10b,11,12,12a-decahydro-1H-2-oxa-chrysene

Guidance literature:: Multi-step reaction with 3 steps

1: 99 percent / KBH₄ / methanol / 0.5 h / 20 °C

2: 96 percent / aq. NaHCO₃; I₂ / diethyl ether / 4 h / 20 °C

3: DBU / 0.5 h / 90 - 100 °C

With potassium borohydride; iodine; sodium hydrogencarbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In methanol; diethyl ether; 1: Reduction / 2: Cyclization / 3: Dehydroiodination;
DOI:10.1002/1521-3765(20001016)6:20<3755::AID-CHEM3755>3.0.CO;2-L

Reference yield:

: 313468-78-9
3-benzyloxy-13α-hydroxymethyl-14β-(prop-2-en-yl)-des-D-estra-1,3,5(10)-triene

: 313468-80-3
(4aS,4bR,10bS,12aS)-8-Benzyloxy-12a-methyl-3-methylene-3,4,4a,4b,5,6,10b,11,12,12a-decahydro-1H-2-oxa-chrysene

Guidance literature:: Multi-step reaction with 2 steps

1: 96 percent / aq. NaHCO₃; I₂ / diethyl ether / 4 h / 20 °C

2: DBU / 0.5 h / 90 - 100 °C

With iodine; sodium hydrogencarbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In diethyl ether; 1: Cyclization / 2: Dehydroiodination;
DOI:10.1002/1521-3765(20001016)6:20<3755::AID-CHEM3755>3.0.CO;2-L