trans-2-phenylcyclohexyl 2-hydroxy-2-(cis-bicyclo<3.3.0>octa-3,7-dien-exo-2-yl)acetate

Base Information

Chemical Name:trans-2-phenylcyclohexyl 2-hydroxy-2-(cis-bicyclo<3.3.0>octa-3,7-dien-exo-2-yl)acetate
CAS No.:114273-31-3
Molecular Formula:C₂₂H₂₆O₃
Molecular Weight:338.447
Hs Code.:

Synonyms:trans-2-phenylcyclohexyl 2-hydroxy-2-(cis-bicyclo<3.3.0>octa-3,7-dien-exo-2-yl)acetate

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Chemical Property of trans-2-phenylcyclohexyl 2-hydroxy-2-(cis-bicyclo<3.3.0>octa-3,7-dien-exo-2-yl)acetate

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Technology Process of trans-2-phenylcyclohexyl 2-hydroxy-2-(cis-bicyclo<3.3.0>octa-3,7-dien-exo-2-yl)acetate

There total 1 articles about trans-2-phenylcyclohexyl 2-hydroxy-2-(cis-bicyclo<3.3.0>octa-3,7-dien-exo-2-yl)acetate 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: 81.0%

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

: 114375-28-9
trans-2-phenylcyclohexanol glyoxylate

: 114273-31-3
trans-2-phenylcyclohexyl 2-hydroxy-2-(cis-bicyclo<3.3.0>octa-3,7-dien-exo-2-yl)acetate

Guidance literature:: With tin(IV) chloride; In dichloromethane; at -78 - -30 ℃; for 19h;

Reference yield:

: 114273-31-3
trans-2-phenylcyclohexyl 2-hydroxy-2-(cis-bicyclo<3.3.0>octa-3,7-dien-exo-2-yl)acetate

: 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 7 steps

1: 86 percent / LiAlH₄ / tetrahydrofuran / 19 h / reflux, then room temp.

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

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

4: 81 percent / t-BuOOH / VO(acac)2 / benzene / 24 h / Ambient temperature

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

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

7: 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; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; dicyclohexyl-carbodiimide; bis(acetylacetonate)oxovanadium; In tetrahydrofuran; ethanol; dichloromethane; water; acetone; benzene;

Reference yield:

: 114273-31-3
trans-2-phenylcyclohexyl 2-hydroxy-2-(cis-bicyclo<3.3.0>octa-3,7-dien-exo-2-yl)acetate

: 87946-74-5
(-)-specionin

Guidance literature:: Multi-step reaction with 10 steps

1: 86 percent / LiAlH₄ / tetrahydrofuran / 19 h / reflux, then room temp.

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

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

4: 81 percent / t-BuOOH / VO(acac)2 / benzene / 24 h / Ambient temperature

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

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

7: 4-(dimethylamino)pyridine, p-toluenesulfonic acid monohydrate, 1,3-dicyclohexylcarbodiimide / CH₂Cl₂ / 24 h / Ambient temperature

8: 77 percent / sodium borohydride / ethanol / -78 deg C, 0.5 h, room temp. 1 h

9: 60 percent / t-BuOOH / VO(acac)2 / CH₂Cl₂; acetone / 22 h / Ambient temperature

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