(R)-2-{(1S,3S,4R)-2-[1-Methoxy-meth-(E)-ylidene]-4-methyl-3-[2-(2-methyl-[1,3]dithiolan-2-yl)-ethyl]-cyclohexyl}-propionic acid methyl ester

Base Information

Chemical Name:(R)-2-{(1S,3S,4R)-2-[1-Methoxy-meth-(E)-ylidene]-4-methyl-3-[2-(2-methyl-[1,3]dithiolan-2-yl)-ethyl]-cyclohexyl}-propionic acid methyl ester
CAS No.:503272-16-0
Molecular Formula:C₁₉H₃₂O₃S₂
Molecular Weight:372.593
Hs Code.:

Synonyms:(R)-2-{(1S,3S,4R)-2-[1-Methoxy-meth-(E)-ylidene]-4-methyl-3-[2-(2-methyl-[1,3]dithiolan-2-yl)-ethyl]-cyclohexyl}-propionic acid methyl ester

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Chemical Property of (R)-2-{(1S,3S,4R)-2-[1-Methoxy-meth-(E)-ylidene]-4-methyl-3-[2-(2-methyl-[1,3]dithiolan-2-yl)-ethyl]-cyclohexyl}-propionic acid methyl ester

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Technology Process of (R)-2-{(1S,3S,4R)-2-[1-Methoxy-meth-(E)-ylidene]-4-methyl-3-[2-(2-methyl-[1,3]dithiolan-2-yl)-ethyl]-cyclohexyl}-propionic acid methyl ester

There total 9 articles about (R)-2-{(1S,3S,4R)-2-[1-Methoxy-meth-(E)-ylidene]-4-methyl-3-[2-(2-methyl-[1,3]dithiolan-2-yl)-ethyl]-cyclohexyl}-propionic acid methyl ester 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: 45.0%

: 4009-98-7
(methoxymethyl)triphenylphosphonium chloride

: 503272-15-9
(R)-2-{(1S,3S,4R)-4-Methyl-3-[2-(2-methyl-[1,3]dithiolan-2-yl)-ethyl]-2-oxo-cyclohexyl}-propionic acid methyl ester

: 503272-16-0
(R)-2-{(1S,3S,4R)-2-[1-Methoxy-meth-(E)-ylidene]-4-methyl-3-[2-(2-methyl-[1,3]dithiolan-2-yl)-ethyl]-cyclohexyl}-propionic acid methyl ester

Guidance literature:: With potassium hexamethylsilazane; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; at 50 ℃; for 24h;
DOI:10.1016/S0040-4039(02)02500-5

Reference yield:

: 5113-87-1
3-methyl-6-(prop-1-en-2-yl)cyclohexene

: 503272-16-0
(R)-2-{(1S,3S,4R)-2-[1-Methoxy-meth-(E)-ylidene]-4-methyl-3-[2-(2-methyl-[1,3]dithiolan-2-yl)-ethyl]-cyclohexyl}-propionic acid methyl ester

Guidance literature:: Multi-step reaction with 9 steps

1.1: dicyclohexylborane / tetrahydrofuran / 168 h / 0 °C

1.2: 82 percent / H₂O₂; OH^(1-)

2.1: 80 percent / CrO₃; H₂SO₄ / acetone / 0 °C

3.1: KI; NaHCO₃ (aq.) / 48 h

4.1: 72 percent / (Me₃Si)3SiH; AIBN / toluene

5.1: BF₃*Et₂O / CH₂Cl₂ / 0 °C

6.1: NaOH (10 percent in MeOH) / Heating

7.1: diethyl ether

8.1: 89 percent / PCC / CH₂Cl₂ / 0 °C

9.1: 45 percent / KHMDS / tetrahydrofuran; hexamethylphosphoric acid triamide / 24 h / 50 °C

With chromium(VI) oxide; sodium hydroxide; 2,2'-azobis(isobutyronitrile); tris-(trimethylsilyl)silane; sulfuric acid; boron trifluoride diethyl etherate; bis(cyclohexanyl)borane; potassium hexamethylsilazane; sodium hydrogencarbonate; pyridinium chlorochromate; potassium iodide; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether; dichloromethane; acetone; toluene; 2.1: Jones oxidation;
DOI:10.1016/S0040-4039(02)02500-5

Reference yield:

: 416864-75-0
(+)-(1R:4R)-trans-Δ²-p-Menthen-9-ol

: 503272-16-0
(R)-2-{(1S,3S,4R)-2-[1-Methoxy-meth-(E)-ylidene]-4-methyl-3-[2-(2-methyl-[1,3]dithiolan-2-yl)-ethyl]-cyclohexyl}-propionic acid methyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 80 percent / CrO₃; H₂SO₄ / acetone / 0 °C

2: KI; NaHCO₃ (aq.) / 48 h

3: 72 percent / (Me₃Si)3SiH; AIBN / toluene

4: BF₃*Et₂O / CH₂Cl₂ / 0 °C

5: NaOH (10 percent in MeOH) / Heating

6: diethyl ether

7: 89 percent / PCC / CH₂Cl₂ / 0 °C

8: 45 percent / KHMDS / tetrahydrofuran; hexamethylphosphoric acid triamide / 24 h / 50 °C

With chromium(VI) oxide; sodium hydroxide; 2,2'-azobis(isobutyronitrile); tris-(trimethylsilyl)silane; sulfuric acid; boron trifluoride diethyl etherate; potassium hexamethylsilazane; sodium hydrogencarbonate; pyridinium chlorochromate; potassium iodide; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether; dichloromethane; acetone; toluene; 1: Jones oxidation;
DOI:10.1016/S0040-4039(02)02500-5