(1S,3R,4R)-(-)-<3-(Benzyloxy)-4-hydroxy-2,2-dimethylcyclobutyl>essigsaeure-ethylester

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Chemical Name:(1S,3R,4R)-(-)-<3-(Benzyloxy)-4-hydroxy-2,2-dimethylcyclobutyl>essigsaeure-ethylester
CAS No.:158499-77-5
Molecular Formula:C₁₇H₂₄O₄
Molecular Weight:292.375
Hs Code.:

Synonyms:(1S,3R,4R)-(-)-<3-(Benzyloxy)-4-hydroxy-2,2-dimethylcyclobutyl>essigsaeure-ethylester

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Chemical Property of (1S,3R,4R)-(-)-<3-(Benzyloxy)-4-hydroxy-2,2-dimethylcyclobutyl>essigsaeure-ethylester

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Technology Process of (1S,3R,4R)-(-)-<3-(Benzyloxy)-4-hydroxy-2,2-dimethylcyclobutyl>essigsaeure-ethylester

There total 8 articles about (1S,3R,4R)-(-)-<3-(Benzyloxy)-4-hydroxy-2,2-dimethylcyclobutyl>essigsaeure-ethylester 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: 70.0%

: 158499-76-4
(5R,2E)-5-(Benzyloxy)-4,4-dimethyl-6-oxohex-2-ensaeure-ethylester

: 158499-77-5
(1S,3R,4R)-(-)-<3-(Benzyloxy)-4-hydroxy-2,2-dimethylcyclobutyl>essigsaeure-ethylester

Guidance literature:: With methanol; samarium diiodide; In tetrahydrofuran; at 0 ℃; for 0.333333h;
DOI:10.1039/a909549g

Reference yield:

: 277317-84-7
(2R/S,3R)-3-(Benzyloxy)tetrahydro-4,4-dimethylfuran-2-ol

: 158499-77-5
(1S,3R,4R)-(-)-<3-(Benzyloxy)-4-hydroxy-2,2-dimethylcyclobutyl>essigsaeure-ethylester

Guidance literature:: Multi-step reaction with 5 steps

1: molecular sieves 4 Angstroem; CF₃SO₃H / CH₂Cl₂ / 60 h / -10 - 20 °C

2: 89 percent / DMSO; NEt₃; pyridine*SO₃ / CH₂Cl₂ / 3.5 h / 0 - 20 °C

3: 65 percent / CH₂Cl₂ / 96 h / 20 °C

4: 95 percent / H₂O; CaCO₃; MeI / acetonitrile / 17 h / 60 °C

5: 70 percent / SmI₂; MeOH / tetrahydrofuran / 0.33 h / 0 °C

With methanol; samarium diiodide; trifluorormethanesulfonic acid; 4 A molecular sieve; water; sulfur trioxide pyridine complex; dimethyl sulfoxide; triethylamine; calcium carbonate; methyl iodide; In tetrahydrofuran; dichloromethane; acetonitrile; 1: Ring cleavage / 2: Oxidation / 3: Condensation / 4: Hydrolysis / 5: Cyclization;
DOI:10.1039/a909549g

Reference yield:

: 158499-73-1
(R)-(+)-3-(Benzyloxy)-3-(1,3-dithian-2-yl)-2,2-dimethylpropan-1-ol

: 158499-77-5
(1S,3R,4R)-(-)-<3-(Benzyloxy)-4-hydroxy-2,2-dimethylcyclobutyl>essigsaeure-ethylester

Guidance literature:: Multi-step reaction with 4 steps

1: 89 percent / DMSO; NEt₃; pyridine*SO₃ / CH₂Cl₂ / 3.5 h / 0 - 20 °C

2: 65 percent / CH₂Cl₂ / 96 h / 20 °C

3: 95 percent / H₂O; CaCO₃; MeI / acetonitrile / 17 h / 60 °C

4: 70 percent / SmI₂; MeOH / tetrahydrofuran / 0.33 h / 0 °C

With methanol; samarium diiodide; water; sulfur trioxide pyridine complex; dimethyl sulfoxide; triethylamine; calcium carbonate; methyl iodide; In tetrahydrofuran; dichloromethane; acetonitrile; 1: Oxidation / 2: Condensation / 3: Hydrolysis / 4: Cyclization;
DOI:10.1039/a909549g