(1R,2S)-1-<(Z)-hex-1-enyl>-2-vinylcyclopropane

Base Information

Chemical Name:(1R,2S)-1-<(Z)-hex-1-enyl>-2-vinylcyclopropane
CAS No.:106137-59-1
Molecular Formula:C₁₁H₁₈
Molecular Weight:150.264
Hs Code.:

Synonyms:(1R,2S)-1-<(Z)-hex-1-enyl>-2-vinylcyclopropane

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Chemical Property of (1R,2S)-1-<(Z)-hex-1-enyl>-2-vinylcyclopropane

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Technology Process of (1R,2S)-1-<(Z)-hex-1-enyl>-2-vinylcyclopropane

There total 49 articles about (1R,2S)-1-<(Z)-hex-1-enyl>-2-vinylcyclopropane 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: 85.0%

: 2065-66-9
methyl-triphenylphosphonium iodide

: (1S,2R)-2-(hex-1-enyl)cyclopropanecarbaldehyde

: 22822-99-7,22823-03-6,24519-26-4,25047-20-5,35501-91-8,50265-47-9,50265-49-1,53956-87-9,53956-88-0,53956-89-1,77210-40-3,99438-15-0,99438-16-1,106137-59-1,106137-61-5,133576-11-1
(1S,2R)-1-(hex-1-en-1-yl)-2-vinylcyclopropane

Guidance literature:: methyl-triphenylphosphonium iodide; With n-butyllithium; In tetrahydrofuran; hexane; at -20 ℃; for 0.0833333h;

(1S,2R)-2-(hex-1-enyl)cyclopropanecarbaldehyde; In tetrahydrofuran; hexane; at -78 ℃; for 0.25h;
DOI:10.1246/bcsj.73.409

Reference yield: 84.0%

: C₁₈H₂₆N₂O₂S

: 22822-99-7,22823-03-6,24519-26-4,25047-20-5,35501-91-8,50265-47-9,50265-49-1,53956-87-9,53956-88-0,53956-89-1,77210-40-3,99438-15-0,99438-16-1,106137-59-1,106137-61-5,133576-11-1
1S,2R-Dictyopterene C

Guidance literature:: With lithium diisopropyl amide; In tetrahydrofuran; hexane; for 6h; Ambient temperature;
DOI:10.1016/S0040-4020(01)85604-0

Reference yield:

: 826-34-6
dimethyl cis-cyclopropane-1,2-dicarboxylate

: 106137-59-1
(1R,2S)-1-<(Z)-hex-1-enyl>-2-vinylcyclopropane

Guidance literature:: Multi-step reaction with 8 steps

1: LAH / diethyl ether / 0.5 h / 0 °C

2: DMAP, TEA / CH₂Cl₂ / 1 h / Ambient temperature

3: 1M NaOH / ethane-1,2-diol; H₂O / 3 °C / lipase (PPL)

4: PCC, NaOAc, molecular sieves / CH₂Cl₂ / 1 h / Ambient temperature

5: 2) HMPT / 1) THF, -30 deg C to room temp., 20 min, 2) THF, -65 deg C to room temp.

6: 92 percent / K₂CO₃, MeOH / 0.25 h / Ambient temperature

7: PCC, NaOAc, molecular sieves / CH₂Cl₂ / 0.5 h / Ambient temperature

8: 1) NaHMDS / 1) diethyl ether, THF, 2) -78 deg C (5 min) to room temp.

With methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; dmap; sodium hydroxide; lithium aluminium tetrahydride; molecular sieve; TEA; sodium acetate; sodium hexamethyldisilazane; potassium carbonate; pyridinium chlorochromate; In diethyl ether; dichloromethane; water; ethylene glycol;
DOI:10.1016/S0040-4020(01)86378-X