6(R^*)-<2(R^*)-hydroxycyclohex-1(S^*)-yl>-10(S^*)-<2(S^*)-<(phenylmethyl)oxy>cyclohex-1(R^*)-yl>-1,4-dioxaspiro<4.5>decane

Base Information

• Chemical Name: 6(R^*)-<2(R^*)-hydroxycyclohex-1(S^*)-yl>-10(S^*)-<2(S^*)-<(phenylmethyl)oxy>cyclohex-1(R^*)-yl>-1,4-dioxaspiro<4.5>decane
• CAS No.: 119245-34-0
• Molecular Formula: C₂₇H₄₀O₄
• Molecular Weight: 428.612

Synonyms:6(R^*)-<2(R^*)-hydroxycyclohex-1(S^*)-yl>-10(S^*)-<2(S^*)-<(phenylmethyl)oxy>cyclohex-1(R^*)-yl>-1,4-dioxaspiro<4.5>decane

Chemical Property of 6(R^*)-<2(R^*)-hydroxycyclohex-1(S^*)-yl>-10(S^*)-<2(S^*)-<(phenylmethyl)oxy>cyclohex-1(R^*)-yl>-1,4-dioxaspiro<4.5>decane

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of 6(R^*)-<2(R^*)-hydroxycyclohex-1(S^*)-yl>-10(S^*)-<2(S^*)-<(phenylmethyl)oxy>cyclohex-1(R^*)-yl>-1,4-dioxaspiro<4.5>decane

There total 4 articles about 6(R^*)-<2(R^*)-hydroxycyclohex-1(S^*)-yl>-10(S^*)-<2(S^*)-<(phenylmethyl)oxy>cyclohex-1(R^*)-yl>-1,4-dioxaspiro<4.5>decane 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:

6(R*)-(1-cyclohexen-1-yl)-10(S*)-<2(S*)-<(phenylmethyl)oxy>cyclohex-1(R*)-yl>-1,4-dioxaspiro<4.5>decane (119245-33-9) → 6(R*)-<2(R*)-hydroxycyclohex-1(S*)-yl>-10(S*)-<2(S*)-<(phenylmethyl)oxy>cyclohex-1(R*)-yl>-1,4-dioxaspiro<4.5>decane (119245-34-0)

Guidance literature:

With sodium hydroxide; thexylborane; dihydrogen peroxide; Yield given. Multistep reaction; 1.) THF, from 0 deg C to RT, overnight, 2.) ethanol, 45-50 deg C, 3.3 h;

DOI:10.1021/jo00269a042

Reference yield:

cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) → 6(R*)-<2(R*)-hydroxycyclohex-1(S*)-yl>-10(S*)-<2(S*)-<(phenylmethyl)oxy>cyclohex-1(R*)-yl>-1,4-dioxaspiro<4.5>decane (119245-34-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) KOH, 2.) p-toluenesulfonic acid / 1.) toluene, 190 deg C, 6.5 h, 2.) reflux, 3 d

2: 1.) thexylborane, 2.) 3 N NaOH, 30percent H₂O₂ / 1.) THF, from 0 deg C to RT, 6.8 h, 2.) ethanol, 45-50 deg C, 75 min

3: 1.) 1,10-phenanthroline, ethylmagnesium bromide / 1.) THF, HMPA, ether, 0 deg C, 45 min, 2.) 80 deg C

4: 1.) thexylborane, 2.) 3 N NaOH, 30percent H₂O₂ / 1.) THF, from 0 deg C to RT, overnight, 2.) ethanol, 45-50 deg C, 3.3 h

With potassium hydroxide; sodium hydroxide; 1,10-Phenanthroline; thexylborane; ethylmagnesium bromide; dihydrogen peroxide; toluene-4-sulfonic acid;

DOI:10.1021/jo00269a042

Reference yield:

6(R*),10(S*)-di(1-cyclohexen-1-yl)-1,4-dioxaspiro<4.5>decane (119245-30-6) → 6(R*)-<2(R*)-hydroxycyclohex-1(S*)-yl>-10(S*)-<2(S*)-<(phenylmethyl)oxy>cyclohex-1(R*)-yl>-1,4-dioxaspiro<4.5>decane (119245-34-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) thexylborane, 2.) 3 N NaOH, 30percent H₂O₂ / 1.) THF, from 0 deg C to RT, 6.8 h, 2.) ethanol, 45-50 deg C, 75 min

2: 1.) 1,10-phenanthroline, ethylmagnesium bromide / 1.) THF, HMPA, ether, 0 deg C, 45 min, 2.) 80 deg C

3: 1.) thexylborane, 2.) 3 N NaOH, 30percent H₂O₂ / 1.) THF, from 0 deg C to RT, overnight, 2.) ethanol, 45-50 deg C, 3.3 h

With sodium hydroxide; 1,10-Phenanthroline; thexylborane; ethylmagnesium bromide; dihydrogen peroxide;

DOI:10.1021/jo00269a042

upstream raw materials:

6(R^*)-(1-cyclohexen-1-yl)-10(S^*)-<2(S^*)-<(phenylmethyl)oxy>cyclohex-1(R^*)-yl>-1,4-dioxaspiro<4.5>decane

cyclohexanone

6(R^*),10(S^*)-di(1-cyclohexen-1-yl)-1,4-dioxaspiro<4.5>decane

6(R^*)-(1-cyclohexen-1-yl)-10(S^*)-(2(S^*)-hydroxycyclohex-1(R^*)-yl)-1,4-dioxaspiro<4.5>decane

Downstream raw materials:

6(R^*)-(2(R^*)-hydroxycyclohex-1(S^*)-yl)-10(S^*)-(2(S^*)-hydroxycyclohex-1(R^*)-yl)-1,4-dioxaspiro<4.5>decane

6(R^*)-<2-oxycyclohex-1(S^*)-yl>-10(S^*)-<2-oxycyclohex-1(R^*)-yl>-1,4-dioxaspiro<4.5>decane

2(R^*)-(2(R^*)-hydroxycyclohex-1(S^*)-yl)-6(S^*)-(2(S^*)-hydroxycyclohex-1(R^*)-yl)cyclohexanone

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