(1R,2S,6R)-2-(2-Hydroxy-ethyl)-6-vinyl-cyclohex-3-enecarboxylic acid hydrazide

Base Information

• Chemical Name: (1R,2S,6R)-2-(2-Hydroxy-ethyl)-6-vinyl-cyclohex-3-enecarboxylic acid hydrazide
• CAS No.: 130760-68-8
• Molecular Formula: C₁₁H₁₈N₂O₂
• Molecular Weight: 210.276
• Mol file: 130760-68-8.mol

Synonyms:(1R,2S,6R)-2-(2-Hydroxy-ethyl)-6-vinyl-cyclohex-3-enecarboxylic acid hydrazide

Chemical Property of (1R,2S,6R)-2-(2-Hydroxy-ethyl)-6-vinyl-cyclohex-3-enecarboxylic acid hydrazide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1R,2S,6R)-2-(2-Hydroxy-ethyl)-6-vinyl-cyclohex-3-enecarboxylic acid hydrazide

There total 3 articles about (1R,2S,6R)-2-(2-Hydroxy-ethyl)-6-vinyl-cyclohex-3-enecarboxylic acid hydrazide 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: 87.0%

(4aS,8R,8aR)-8-Vinyl-3,4,4a,7,8,8a-hexahydro-isochromen-1-one (130760-67-7) → (1R,2S,6R)-2-(2-Hydroxy-ethyl)-6-vinyl-cyclohex-3-enecarboxylic acid hydrazide (130760-68-8)

Guidance literature:

With hydrazine; In methanol;

DOI:10.1021/jo00313a003

Reference yield:

trans 2,4-pentadienoyl chloride (52126-35-9) → (1R,2S,6R)-2-(2-Hydroxy-ethyl)-6-vinyl-cyclohex-3-enecarboxylic acid hydrazide (130760-68-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) n-BuLi / 1.) Et₂O, hexane, -78 deg C, 30 min, 2.) a) -78 deg C, 30 min, b) room temperature, 30 min

2: 67 percent / Et₂AlCl / CHCl₃ / 20 h / 80 °C

3: 87 percent / 80percent aq. N₂H₄ / methanol / 12 h / Heating

With n-butyllithium; diethylaluminium chloride; hydrazine hydrate; In methanol; chloroform;

DOI:10.1021/jo00067a015

Reference yield:

(E)-Penta-2,4-dienoic acid (E)-hexa-3,5-dienyl ester (130760-66-6) → (1R,2S,6R)-2-(2-Hydroxy-ethyl)-6-vinyl-cyclohex-3-enecarboxylic acid hydrazide (130760-68-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 67 percent / Et₂AlCl / CHCl₃ / 20 h / 80 °C

2: 87 percent / 80percent aq. N₂H₄ / methanol / 12 h / Heating

With diethylaluminium chloride; hydrazine hydrate; In methanol; chloroform;

DOI:10.1021/jo00067a015

upstream raw materials:

(4aS,8R,8aR)-8-Vinyl-3,4,4a,7,8,8a-hexahydro-isochromen-1-one

trans 2,4-pentadienoyl chloride

(E)-Penta-2,4-dienoic acid (E)-hexa-3,5-dienyl ester