2-formyl-cis-bicyclo<3.3.0>octa-2,7-dien-exo-4-yl 4-acetoxybenzoate

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Chemical Name:2-formyl-cis-bicyclo<3.3.0>octa-2,7-dien-exo-4-yl 4-acetoxybenzoate
CAS No.:114273-37-9
Molecular Formula:C₁₈H₁₆O₅
Molecular Weight:312.322
Hs Code.:

Synonyms:2-formyl-cis-bicyclo<3.3.0>octa-2,7-dien-exo-4-yl 4-acetoxybenzoate

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Chemical Property of 2-formyl-cis-bicyclo<3.3.0>octa-2,7-dien-exo-4-yl 4-acetoxybenzoate

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Technology Process of 2-formyl-cis-bicyclo<3.3.0>octa-2,7-dien-exo-4-yl 4-acetoxybenzoate

There total 8 articles about 2-formyl-cis-bicyclo<3.3.0>octa-2,7-dien-exo-4-yl 4-acetoxybenzoate 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:

: 41164-14-1
cis-bicyclo<3.3.0>octa-2,7-diene

: 114273-37-9
2-formyl-cis-bicyclo<3.3.0>octa-2,7-dien-exo-4-yl 4-acetoxybenzoate

Guidance literature:: Multi-step reaction with 8 steps

1: 81 percent / SnCl₄ / CH₂Cl₂ / 19 h / -78 - -30 °C

2: 86 percent / LiAlH₄ / tetrahydrofuran / 19 h / reflux, then room temp.

3: NaIO₄ / acetone; H₂O / 19 h / Ambient temperature

4: sodium borohydride / ethanol / -78 deg C, 1 h, room temp. 22 h

5: 81 percent / t-BuOOH / VO(acac)2 / benzene / 24 h / Ambient temperature

6: DMSO, oxalylchloride / CH₂Cl₂ / 0.42 h / -78 °C

7: triethylamine / CH₂Cl₂ / 17 h / -78 deg C to room temp.

8: 4-(dimethylamino)pyridine, p-toluenesulfonic acid monohydrate, 1,3-dicyclohexylcarbodiimide / CH₂Cl₂ / 24 h / Ambient temperature

With tert.-butylhydroperoxide; dmap; sodium tetrahydroborate; sodium periodate; lithium aluminium tetrahydride; Chloro-oxo-acetic acid; tin(IV) chloride; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; dicyclohexyl-carbodiimide; bis(acetylacetonate)oxovanadium; In tetrahydrofuran; ethanol; dichloromethane; water; acetone; benzene;

Reference yield:

: 114273-33-5
(1S,3aS,6aS)-1,3a,4,6a-Tetrahydro-pentalene-1-carbaldehyde

: 114273-37-9
2-formyl-cis-bicyclo<3.3.0>octa-2,7-dien-exo-4-yl 4-acetoxybenzoate

Guidance literature:: Multi-step reaction with 5 steps

1: sodium borohydride / ethanol / -78 deg C, 1 h, room temp. 22 h

2: 81 percent / t-BuOOH / VO(acac)2 / benzene / 24 h / Ambient temperature

3: DMSO, oxalylchloride / CH₂Cl₂ / 0.42 h / -78 °C

4: triethylamine / CH₂Cl₂ / 17 h / -78 deg C to room temp.

5: 4-(dimethylamino)pyridine, p-toluenesulfonic acid monohydrate, 1,3-dicyclohexylcarbodiimide / CH₂Cl₂ / 24 h / Ambient temperature

With tert.-butylhydroperoxide; dmap; sodium tetrahydroborate; Chloro-oxo-acetic acid; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; dicyclohexyl-carbodiimide; bis(acetylacetonate)oxovanadium; In ethanol; dichloromethane; benzene;

Reference yield:

: 114273-34-6
cis-bicyclo<3.3.0>octa-3,7-dien-exo-2-ylmethanol

: 114273-37-9
2-formyl-cis-bicyclo<3.3.0>octa-2,7-dien-exo-4-yl 4-acetoxybenzoate

Guidance literature:: Multi-step reaction with 4 steps

1: 81 percent / t-BuOOH / VO(acac)2 / benzene / 24 h / Ambient temperature

2: DMSO, oxalylchloride / CH₂Cl₂ / 0.42 h / -78 °C

3: triethylamine / CH₂Cl₂ / 17 h / -78 deg C to room temp.

4: 4-(dimethylamino)pyridine, p-toluenesulfonic acid monohydrate, 1,3-dicyclohexylcarbodiimide / CH₂Cl₂ / 24 h / Ambient temperature

With tert.-butylhydroperoxide; dmap; Chloro-oxo-acetic acid; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; dicyclohexyl-carbodiimide; bis(acetylacetonate)oxovanadium; In dichloromethane; benzene;