disodium 1β-<1-(carboxyethenyl)oxy>-4α-hydroxycyclohex-2-ene-1-carboxylate

Base Information

Chemical Name:disodium 1β-<1-(carboxyethenyl)oxy>-4α-hydroxycyclohex-2-ene-1-carboxylate
CAS No.:115162-74-8
Molecular Formula:C₁₀H₁₀O₆*2Na
Molecular Weight:272.165
Hs Code.:

Synonyms:disodium 1β-<1-(carboxyethenyl)oxy>-4α-hydroxycyclohex-2-ene-1-carboxylate

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Chemical Property of disodium 1β-<1-(carboxyethenyl)oxy>-4α-hydroxycyclohex-2-ene-1-carboxylate

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Technology Process of disodium 1β-<1-(carboxyethenyl)oxy>-4α-hydroxycyclohex-2-ene-1-carboxylate

There total 10 articles about disodium 1β-<1-(carboxyethenyl)oxy>-4α-hydroxycyclohex-2-ene-1-carboxylate 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: 100.0%

: 115162-84-0
methyl 1β-<<1-(methoxycarbonyl)ethenyl>oxy>-4α-hydroxycyclohex-2-ene-1-carboxylate

: 115162-74-8
disodium 1β-<1-(carboxyethenyl)oxy>-4α-hydroxycyclohex-2-ene-1-carboxylate

Guidance literature:: With sodium hydroxide; In tetrahydrofuran; water; at 0 ℃; for 1.5h;
DOI:10.1021/jo00249a022

Reference yield:

: 30810-15-2
methyl cyclohexa-1,3-diene-1-carboxylate

: 115162-74-8
disodium 1β-<1-(carboxyethenyl)oxy>-4α-hydroxycyclohex-2-ene-1-carboxylate

Guidance literature:: Multi-step reaction with 8 steps

1: 99 percent / m-CPBA / CH₂Cl₂ / 1.) -70 deg C, 30 min, 2.) RT, 2 h

2: 73 percent / NaBH₄ / methanol / 4 h / 0 °C

3: 70 percent / H₂O₂ / acetone / 1.) 0 deg C, 2 h, 2.) RT, 24 h

4: 91 percent / Et₃N / CH₂Cl₂ / 20 h / Ambient temperature

5: Rh₂(n-Oct)4 / benzene / 24 h / 80 °C

6: 1.) LiN(SiMe₃)2 / 1.) THF, - 65 deg C, 20 min, 2.) RT, 15 min

7: 68 percent / NaOMe / methanol / 1 h / 0 °C

8: 100 percent / 1 N NaOH / tetrahydrofuran; H₂O / 1.5 h / 0 °C

With sodium hydroxide; sodium tetrahydroborate; Rh₂(n-Oct)4; dihydrogen peroxide; sodium methylate; triethylamine; 3-chloro-benzenecarboperoxoic acid; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; dichloromethane; water; acetone; benzene;
DOI:10.1021/jo00249a022

Reference yield:

: 115162-79-3
methyl 1β,4α-dihydroxycyclohex-2-ene-1-carboxylate

: 115162-74-8
disodium 1β-<1-(carboxyethenyl)oxy>-4α-hydroxycyclohex-2-ene-1-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1: 91 percent / Et₃N / CH₂Cl₂ / 20 h / Ambient temperature

2: Rh₂(n-Oct)4 / benzene / 24 h / 80 °C

3: 1.) LiN(SiMe₃)2 / 1.) THF, - 65 deg C, 20 min, 2.) RT, 15 min

4: 68 percent / NaOMe / methanol / 1 h / 0 °C

5: 100 percent / 1 N NaOH / tetrahydrofuran; H₂O / 1.5 h / 0 °C

With sodium hydroxide; Rh₂(n-Oct)4; sodium methylate; triethylamine; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; dichloromethane; water; benzene;
DOI:10.1021/jo00249a022