((1R,2R,4R)-4-{(E)-2-[(4S,5R,6S)-6-(2-Benzyloxy-ethyl)-2,2,5-trimethyl-[1,3]dioxan-4-yl]-propenyl}-2-methoxy-cyclohexyloxy)-tert-butyl-dimethyl-silane

Base Information

Chemical Name:((1R,2R,4R)-4-{(E)-2-[(4S,5R,6S)-6-(2-Benzyloxy-ethyl)-2,2,5-trimethyl-[1,3]dioxan-4-yl]-propenyl}-2-methoxy-cyclohexyloxy)-tert-butyl-dimethyl-silane
CAS No.:128684-75-3
Molecular Formula:C₃₂H₅₄O₅Si
Molecular Weight:546.863
Hs Code.:

Synonyms:((1R,2R,4R)-4-{(E)-2-[(4S,5R,6S)-6-(2-Benzyloxy-ethyl)-2,2,5-trimethyl-[1,3]dioxan-4-yl]-propenyl}-2-methoxy-cyclohexyloxy)-tert-butyl-dimethyl-silane

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Chemical Property of ((1R,2R,4R)-4-{(E)-2-[(4S,5R,6S)-6-(2-Benzyloxy-ethyl)-2,2,5-trimethyl-[1,3]dioxan-4-yl]-propenyl}-2-methoxy-cyclohexyloxy)-tert-butyl-dimethyl-silane

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Technology Process of ((1R,2R,4R)-4-{(E)-2-[(4S,5R,6S)-6-(2-Benzyloxy-ethyl)-2,2,5-trimethyl-[1,3]dioxan-4-yl]-propenyl}-2-methoxy-cyclohexyloxy)-tert-butyl-dimethyl-silane

There total 14 articles about ((1R,2R,4R)-4-{(E)-2-[(4S,5R,6S)-6-(2-Benzyloxy-ethyl)-2,2,5-trimethyl-[1,3]dioxan-4-yl]-propenyl}-2-methoxy-cyclohexyloxy)-tert-butyl-dimethyl-silane 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:

: 118207-42-4
(1R,2R,4R)-4-(iodomethyl)-2-methoxycyclohexan-1-ol

: 128684-75-3
((1R,2R,4R)-4-{(E)-2-[(4S,5R,6S)-6-(2-Benzyloxy-ethyl)-2,2,5-trimethyl-[1,3]dioxan-4-yl]-propenyl}-2-methoxy-cyclohexyloxy)-tert-butyl-dimethyl-silane

Guidance literature:: Multi-step reaction with 7 steps

1: dimethylformamide / 0.33 h / 100 °C

2: Et₃N / CH₂Cl₂ / Ambient temperature

3: 1.) n-BuLi / 1.) THF, -78 deg C, 30 min, 2.) -78 deg C, 2 h

4: 70 percent / Dess-Martin periodinane / CH₂Cl₂ / 2 h

5: 70 percent / 6percent Na/Hg, Na₂HPO₄ / methanol / 3 h / 0 °C

6: 76 percent / tetrahydrofuran; toluene / 0.17 h / 0 °C

7: Et₃NSO₂NCO₂Me (Burgess reagent) / benzene / 12 h / Ambient temperature

With disodium hydrogenphosphate; sodium amalgam; n-butyllithium; Burgess Reagent; Dess-Martin periodane; triethylamine; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; toluene; benzene;
DOI:10.1021/ja00170a024

Reference yield:

: 109466-73-1
(-)-(1R,2R,4R)-4-hydroxymethyl-2-methoxycyclohexan-1-ol

: 128684-75-3
((1R,2R,4R)-4-{(E)-2-[(4S,5R,6S)-6-(2-Benzyloxy-ethyl)-2,2,5-trimethyl-[1,3]dioxan-4-yl]-propenyl}-2-methoxy-cyclohexyloxy)-tert-butyl-dimethyl-silane

Guidance literature:: Multi-step reaction with 8 steps

1: 78 percent / I₂, PPh₃, pyridine / benzene / 2 h / Heating

2: dimethylformamide / 0.33 h / 100 °C

3: Et₃N / CH₂Cl₂ / Ambient temperature

4: 1.) n-BuLi / 1.) THF, -78 deg C, 30 min, 2.) -78 deg C, 2 h

5: 70 percent / Dess-Martin periodinane / CH₂Cl₂ / 2 h

6: 70 percent / 6percent Na/Hg, Na₂HPO₄ / methanol / 3 h / 0 °C

7: 76 percent / tetrahydrofuran; toluene / 0.17 h / 0 °C

8: Et₃NSO₂NCO₂Me (Burgess reagent) / benzene / 12 h / Ambient temperature

With pyridine; disodium hydrogenphosphate; sodium amalgam; n-butyllithium; Burgess Reagent; iodine; Dess-Martin periodane; triethylamine; triphenylphosphine; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; toluene; benzene;
DOI:10.1021/ja00170a024

Reference yield:

: 118207-39-9
(4R,5S)-5-ethenyl-4-methoxytetrahydro-2H-pyran-2-one

: 128684-75-3
((1R,2R,4R)-4-{(E)-2-[(4S,5R,6S)-6-(2-Benzyloxy-ethyl)-2,2,5-trimethyl-[1,3]dioxan-4-yl]-propenyl}-2-methoxy-cyclohexyloxy)-tert-butyl-dimethyl-silane

Guidance literature:: Multi-step reaction with 12 steps

1: Et₃N / CH₂Cl₂ / 1.) -78 deg C, 90 min, 2.) 0 deg C, 60 min

2: toluene / 76 h / Heating

3: 1 N HCl / toluene; tetrahydrofuran / 3 h / Ambient temperature

4: 1.) a) BH₃, 2.) 30percent H₂O₂, 0.1 N NaOH / tetrahydrofuran / 3 h / Ambient temperature; 1.) a) THF, from -78 deg C to RT, b) RT, 90 min, 2.) THF, RT, 3 h

5: 78 percent / I₂, PPh₃, pyridine / benzene / 2 h / Heating

6: dimethylformamide / 0.33 h / 100 °C

7: Et₃N / CH₂Cl₂ / Ambient temperature

8: 1.) n-BuLi / 1.) THF, -78 deg C, 30 min, 2.) -78 deg C, 2 h

9: 70 percent / Dess-Martin periodinane / CH₂Cl₂ / 2 h

10: 70 percent / 6percent Na/Hg, Na₂HPO₄ / methanol / 3 h / 0 °C

11: 76 percent / tetrahydrofuran; toluene / 0.17 h / 0 °C

12: Et₃NSO₂NCO₂Me (Burgess reagent) / benzene / 12 h / Ambient temperature

With pyridine; hydrogenchloride; sodium hydroxide; disodium hydrogenphosphate; sodium amalgam; n-butyllithium; Burgess Reagent; borane; dihydrogen peroxide; iodine; Dess-Martin periodane; triethylamine; triphenylphosphine; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; toluene; benzene;
DOI:10.1021/ja00170a024