(1aS,3aS,6aS,6bR)-2-(hydroxymethyl)-5,5,6b-trimethyl-3a,4,5,6,6a,6b-hexahydrocyclopropa[e]indene-1a(1H)-carbaldehyde

Base Information

Chemical Name:(1aS,3aS,6aS,6bR)-2-(hydroxymethyl)-5,5,6b-trimethyl-3a,4,5,6,6a,6b-hexahydrocyclopropa[e]indene-1a(1H)-carbaldehyde
CAS No.:96910-70-2
Molecular Formula:C15H22O2
Molecular Weight:234.334
Hs Code.:

Synonyms:

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Chemical Property of (1aS,3aS,6aS,6bR)-2-(hydroxymethyl)-5,5,6b-trimethyl-3a,4,5,6,6a,6b-hexahydrocyclopropa[e]indene-1a(1H)-carbaldehyde

Chemical Property:

Vapor Pressure:1.26E-05mmHg at 25°C
Boiling Point:330°Cat760mmHg
Flash Point:140.2°C
Density:1.149g/cm³

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Technology Process of (1aS,3aS,6aS,6bR)-2-(hydroxymethyl)-5,5,6b-trimethyl-3a,4,5,6,6a,6b-hexahydrocyclopropa[e]indene-1a(1H)-carbaldehyde

There total 24 articles about (1aS,3aS,6aS,6bR)-2-(hydroxymethyl)-5,5,6b-trimethyl-3a,4,5,6,6a,6b-hexahydrocyclopropa[e]indene-1a(1H)-carbaldehyde 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:

: C₃₁H₄₀O₂Si

: 96910-70-2
isovellerol

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 ℃; Inert atmosphere;
DOI:10.1002/anie.201705308

Reference yield:

: C₃₂H₄₀O₄Si

: 96910-70-2
isovellerol

Guidance literature:: Multi-step reaction with 7 steps

1: potassium carbonate / acetonitrile / 16 h / 70 °C / Inert atmosphere

2: 1,2-bis-(diphenylphosphino)ethane; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex / tetrahydrofuran / 35 °C / Inert atmosphere; Glovebox

3: 4-methylmorpholine N-oxide; osmium(VIII) oxide / tetrahydrofuran; aq. phosphate buffer; tert-butyl alcohol; acetone / pH 7 / Inert atmosphere

4: sodium periodate / tetrahydrofuran; water; aq. phosphate buffer / pH 7 / Inert atmosphere

5: N,N,N,N,N,N-hexamethylphosphoric triamide / dichloromethane / 3.5 h / pH 7 / Inert atmosphere; Sealed tube; Glovebox

6: 4-nitro-benzoic acid; triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 24 h / 0 - 20 °C / Inert atmosphere

7: tetrabutyl ammonium fluoride / tetrahydrofuran / 0 °C / Inert atmosphere

With N,N,N,N,N,N-hexamethylphosphoric triamide; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; sodium periodate; osmium(VIII) oxide; di-isopropyl azodicarboxylate; tetrabutyl ammonium fluoride; potassium carbonate; 4-methylmorpholine N-oxide; triphenylphosphine; 1,2-bis-(diphenylphosphino)ethane; 4-nitro-benzoic acid; In tetrahydrofuran; aq. phosphate buffer; dichloromethane; water; acetone; acetonitrile; tert-butyl alcohol; 2: |Tsuji-Wilkinson Decarbonylation;
DOI:10.1002/anie.201705308

Reference yield:

: (2E,6E)-ethyl 9-iodo-4,4-dimethyl-8-oxonona-2,6-dienoate

: 96910-70-2
isovellerol

Guidance literature:: Multi-step reaction with 18 steps

1.1: benzene / 2 h / 85 °C / Inert atmosphere

2.1: diisobutylaluminium hydride / dichloromethane; hexane / 3 h / -78 °C / Inert atmosphere

3.1: manganese(IV) oxide / dichloromethane / 16 h / 23 °C / Inert atmosphere

4.1: N-ethyl-N,N-diisopropylamine; C₂₂H₂₄N₃O⁽¹⁺⁾*BF₄^(1-) / dichloromethane / 48 h / 40 °C / Inert atmosphere

5.1: lithium tri-t-butoxyaluminum hydride / tetrahydrofuran; dichloromethane / 3.5 h / 0 °C / Inert atmosphere

6.1: palladium 10% on activated carbon; hydrogen / hexane; ethyl acetate / 1 h / 23 °C

7.1: barium(II) hydroxide / tetrahydrofuran / 1 h / 23 °C / Inert atmosphere

7.2: 2 h / 23 °C / Inert atmosphere

8.1: dibromamine-T / acetonitrile; water / 0.25 h / Inert atmosphere

9.1: dmap; 1H-imidazole / dichloromethane / 12 h / 0 - 23 °C / Inert atmosphere

10.1: lithium carbonate; lithium bromide / N,N-dimethyl-formamide / 14 h / 75 °C / Inert atmosphere

11.1: lithium diisopropyl amide / hexane; diethyl ether / 1.08 h / -40 - 0 °C / Inert atmosphere

11.2: 2 h / -40 - 0 °C / Inert atmosphere

12.1: potassium carbonate / acetonitrile / 16 h / 70 °C / Inert atmosphere

13.1: 1,2-bis-(diphenylphosphino)ethane; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex / tetrahydrofuran / 35 °C / Inert atmosphere; Glovebox

14.1: 4-methylmorpholine N-oxide; osmium(VIII) oxide / tetrahydrofuran; aq. phosphate buffer; tert-butyl alcohol; acetone / pH 7 / Inert atmosphere

15.1: sodium periodate / tetrahydrofuran; water; aq. phosphate buffer / pH 7 / Inert atmosphere

16.1: N,N,N,N,N,N-hexamethylphosphoric triamide / dichloromethane / 3.5 h / pH 7 / Inert atmosphere; Sealed tube; Glovebox

17.1: 4-nitro-benzoic acid; triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 24 h / 0 - 20 °C / Inert atmosphere

18.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0 °C / Inert atmosphere

With 1H-imidazole; N,N,N,N,N,N-hexamethylphosphoric triamide; dmap; manganese(IV) oxide; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; sodium periodate; osmium(VIII) oxide; di-isopropyl azodicarboxylate; palladium 10% on activated carbon; dibromamine-T; C₂₂H₂₄N₃O⁽¹⁺⁾*BF₄^(1-); tetrabutyl ammonium fluoride; hydrogen; lithium carbonate; diisobutylaluminium hydride; potassium carbonate; 4-methylmorpholine N-oxide; lithium tri-t-butoxyaluminum hydride; N-ethyl-N,N-diisopropylamine; triphenylphosphine; 1,2-bis-(diphenylphosphino)ethane; lithium bromide; barium(II) hydroxide; lithium diisopropyl amide; 4-nitro-benzoic acid; In tetrahydrofuran; aq. phosphate buffer; diethyl ether; hexane; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; acetone; acetonitrile; tert-butyl alcohol; benzene; 1.1: |Arbuzov Reaction / 13.1: |Tsuji-Wilkinson Decarbonylation;
DOI:10.1002/anie.201705308