(1R,3S,4R,5R)-3-<(1S,3E)-1-(benzyloxy)-4-(ethoxycarbonyl)-3-butenyl>-4-(2-oxopropyl)-7,7-dimethyl-2,6,8-trioxabicyclo<3.3.0>octane

Base Information

Chemical Name:(1R,3S,4R,5R)-3-<(1S,3E)-1-(benzyloxy)-4-(ethoxycarbonyl)-3-butenyl>-4-(2-oxopropyl)-7,7-dimethyl-2,6,8-trioxabicyclo<3.3.0>octane
CAS No.:142133-20-8
Molecular Formula:C₂₄H₃₂O₇
Molecular Weight:432.514
Hs Code.:

Synonyms:(1R,3S,4R,5R)-3-<(1S,3E)-1-(benzyloxy)-4-(ethoxycarbonyl)-3-butenyl>-4-(2-oxopropyl)-7,7-dimethyl-2,6,8-trioxabicyclo<3.3.0>octane

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (1R,3S,4R,5R)-3-<(1S,3E)-1-(benzyloxy)-4-(ethoxycarbonyl)-3-butenyl>-4-(2-oxopropyl)-7,7-dimethyl-2,6,8-trioxabicyclo<3.3.0>octane

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Technology Process of (1R,3S,4R,5R)-3-<(1S,3E)-1-(benzyloxy)-4-(ethoxycarbonyl)-3-butenyl>-4-(2-oxopropyl)-7,7-dimethyl-2,6,8-trioxabicyclo<3.3.0>octane

There total 7 articles about (1R,3S,4R,5R)-3-<(1S,3E)-1-(benzyloxy)-4-(ethoxycarbonyl)-3-butenyl>-4-(2-oxopropyl)-7,7-dimethyl-2,6,8-trioxabicyclo<3.3.0>octane 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: 98.0%

: 142133-19-5,142186-64-9
(1R,3S,4R,5R)-3-<(1S)-1-(benzyloxy)-2-formylethyl>-4-(2-oxopropyl)-7,7-dimethyl-2,6,8-trioxabicyclo<3.3.0>octane

: 1099-45-2
ethyl (triphenylphosphoranylidene)acetate

: 142133-20-8
(1R,3S,4R,5R)-3-<(1S,3E)-1-(benzyloxy)-4-(ethoxycarbonyl)-3-butenyl>-4-(2-oxopropyl)-7,7-dimethyl-2,6,8-trioxabicyclo<3.3.0>octane

Guidance literature:: In benzene; for 7h; Ambient temperature;
DOI:10.1021/jo00042a034

Reference yield:

: (3aR,5S,6R,6aR)-2,2-Dimethyl-6-(2-methyl-allyl)-tetrahydro-furo[2,3-d][1,3]dioxole-5-carbaldehyde

: 142133-20-8
(1R,3S,4R,5R)-3-<(1S,3E)-1-(benzyloxy)-4-(ethoxycarbonyl)-3-butenyl>-4-(2-oxopropyl)-7,7-dimethyl-2,6,8-trioxabicyclo<3.3.0>octane

Guidance literature:: Multi-step reaction with 4 steps

1: tetrahydrofuran / 1 h / Ambient temperature

2: 1) sodium hydride / 1) DMF, 0 deg C, 10 min, 2) 1.5 h

3: 89 percent / 1a) ozone, 1b) Ph₃P / CH₂Cl₂ / -78 °C / 1a) 20 min, 1b) 1.5 h

4: 98 percent / benzene / 7 h / Ambient temperature

With sodium hydride; ozone; triphenylphosphine; In tetrahydrofuran; dichloromethane; benzene;
DOI:10.1021/jo00042a034

Reference yield:

: 142133-17-3,142186-62-7
(1R,3S,4R,5R)-3-<(1RS)-1-hydroxy-3-butenyl>-4-(2-methyl-2-propenyl)-7,7-dimethyl-2,6,8-trioxabicyclo<3.3.0>octane

: 142133-20-8
(1R,3S,4R,5R)-3-<(1S,3E)-1-(benzyloxy)-4-(ethoxycarbonyl)-3-butenyl>-4-(2-oxopropyl)-7,7-dimethyl-2,6,8-trioxabicyclo<3.3.0>octane

Guidance literature:: Multi-step reaction with 3 steps

1: 1) sodium hydride / 1) DMF, 0 deg C, 10 min, 2) 1.5 h

2: 89 percent / 1a) ozone, 1b) Ph₃P / CH₂Cl₂ / -78 °C / 1a) 20 min, 1b) 1.5 h

3: 98 percent / benzene / 7 h / Ambient temperature

With sodium hydride; ozone; triphenylphosphine; In dichloromethane; benzene;
DOI:10.1021/jo00042a034