(3S)-geranyllinaloisocyanide

Base Information

Chemical Name:(3S)-geranyllinaloisocyanide
CAS No.:57766-63-9
Molecular Formula:C₂₁H₃₃N
Molecular Weight:299.5
Hs Code.:

Synonyms:

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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 (3S)-geranyllinaloisocyanide

Chemical Property:

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Technology Process of (3S)-geranyllinaloisocyanide

There total 21 articles about (3S)-geranyllinaloisocyanide 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: 95.0%

: 1295581-20-2
N-((S,6E,10E)-3,7,11,15-tetramethylhexadeca-1,6,10,14-tetraen-3-yl)formamide

: 57766-63-9,55784-75-3
(3S)-geranyllinaloisocyanide

Guidance literature:: With carbon tetrabromide; triethylamine; triphenylphosphine; In dichloromethane; at -10 - 20 ℃; for 0.25h; Inert atmosphere;
DOI:10.1021/ol200308m

Reference yield: 92.0%

: 57766-64-0
3-formamido-3,7,11,15-tetramethylhexadeca-1,6,10,14-tetraene

: 57766-63-9,154614-35-4,55784-75-3
3-isocyano-3,7,11,15-tetramethylhexadeca-1,6,10,14-tetraene

Guidance literature:: With carbon tetrabromide; triethylamine; triphenylphosphine; In dichloromethane; at -10 ℃; for 0.333333h; Inert atmosphere;
DOI:10.1021/ol200308m

Reference yield:

: 1295581-02-0
(S,E)-tert-butyl 4-(3-ethoxy-3-oxoprop-1-enyl)-2,2,4-trimethyloxazolidine-3-carboxylate

: 57766-63-9,55784-75-3
(3S)-geranyllinaloisocyanide

Guidance literature:: Multi-step reaction with 14 steps

1.1: palladium 10% on activated carbon; hydrogen / methanol / 3 h

2.1: diisobutylaluminium hydride / dichloromethane; toluene / 0.58 h / -78 °C / Inert atmosphere

3.1: dichloromethane / 84 h / 20 °C / Inert atmosphere

4.1: diisobutylaluminium hydride / dichloromethane; toluene / 0.58 h / -78 °C / Inert atmosphere

5.1: triethylamine / tetrahydrofuran / 1 h / 0 - 20 °C / Inert atmosphere

6.1: lithium bromide / tetrahydrofuran / 1 h / -10 °C / Inert atmosphere

7.1: n-butyllithium / tetrahydrofuran; hexane / 0.33 h / -78 - -10 °C / Inert atmosphere

7.2: 0.33 h / -10 - 20 °C / Inert atmosphere

8.1: dichloro [1,1'-bis(diphenylphosphino)propane]palladium(II); lithium triethylborohydride / tetrahydrofuran / 7.5 h / 0 °C / Inert atmosphere

9.1: water; scandium tris(trifluoromethanesulfonate) / acetonitrile / 74 h / 20 °C

10.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / dimethyl sulfoxide / 9 h / 20 °C / Inert atmosphere

11.1: potassium hexamethylsilazane / tetrahydrofuran; toluene / 0.5 h / 0 - 20 °C / Inert atmosphere

12.1: 2,6-dimethylpyridine; trimethylsilyl trifluoromethanesulfonate / tetrahydrofuran; toluene / 0.17 h / 20 °C / Inert atmosphere

13.1: sodium hydrogencarbonate / dichloromethane; water / 4 h / 20 °C

14.1: carbon tetrabromide; triethylamine; triphenylphosphine / dichloromethane / 0.25 h / -10 - 20 °C / Inert atmosphere

With 2,6-dimethylpyridine; n-butyllithium; dichloro [1,1'-bis(diphenylphosphino)propane]palladium(II); carbon tetrabromide; trimethylsilyl trifluoromethanesulfonate; palladium 10% on activated carbon; water; hydrogen; potassium hexamethylsilazane; diisobutylaluminium hydride; lithium triethylborohydride; sodium hydrogencarbonate; triethylamine; triphenylphosphine; lithium bromide; scandium tris(trifluoromethanesulfonate); 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; methanol; hexane; dichloromethane; water; dimethyl sulfoxide; toluene; acetonitrile; 3.1: Wittig reaction / 11.1: Wittig reaction;
DOI:10.1021/ol200308m