(1R,3R)-2-cyclohexylmethylidene-1λ⁴,3λ⁴-dithiane-1,3-dioxide

Base Information

• Chemical Name: (1R,3R)-2-cyclohexylmethylidene-1λ⁴,3λ⁴-dithiane-1,3-dioxide
• CAS No.: 199870-84-3
• Molecular Formula: C₁₁H₁₈O₂S₂
• Molecular Weight: 246.395
• Mol file: 199870-84-3.mol

Synonyms:(1R,3R)-2-cyclohexylmethylidene-1λ⁴,3λ⁴-dithiane-1,3-dioxide

Chemical Property of (1R,3R)-2-cyclohexylmethylidene-1λ⁴,3λ⁴-dithiane-1,3-dioxide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1R,3R)-2-cyclohexylmethylidene-1λ⁴,3λ⁴-dithiane-1,3-dioxide

There total 4 articles about (1R,3R)-2-cyclohexylmethylidene-1λ⁴,3λ⁴-dithiane-1,3-dioxide 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: 62.0%

2-cyclohexylmethylidene-1,3-dithiane (95680-13-0) → (1R,3R)-2-cyclohexylmethylidene-1λ4,3λ4-dithiane-1,3-dioxide (199870-84-3)

Guidance literature:

2-cyclohexylmethylidene-1,3-dithiane; With titanium(IV) isopropylate; (+)-Weinsaeure-diethylester; In dichloromethane; at -40 ℃;

With Cumene hydroperoxide; In dichloromethane; at -20 ℃; for 6h;

DOI:10.1021/jo034032r

Reference yield:

(R,R)-(+)-1,3-dithiane-1,3-dioxide (144409-56-3) + cyclohexanecarbaldehyde (2043-61-0) → (1R,3R)-1,3-dithiane-1,3-dioxide-2-[(1R)-1-cyclohexyl]methanol (157982-24-6) + (1R,3R)-1,3-dithiane-1,3-dioxide-2-[(1S)-1-cyclohexyl]methanol (158060-54-9) + (1R,3R)-2-cyclohexylmethylidene-1λ4,3λ4-dithiane-1,3-dioxide (199870-84-3)

Guidance literature:

(R,R)-(+)-1,3-dithiane-1,3-dioxide; With sodium hexamethyldisilazane; In tetrahydrofuran; pyridine; at 0 ℃; for 0.5h;

cyclohexanecarbaldehyde; In tetrahydrofuran; pyridine; at 0 ℃;

DOI:10.1016/S0040-4020(97)01010-7

Reference yield:

cyclohexanecarbaldehyde (2043-61-0) → (1R,3R)-2-cyclohexylmethylidene-1λ4,3λ4-dithiane-1,3-dioxide (199870-84-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: n-BuLi / tetrahydrofuran; hexane / -78 - 0 °C

1.2: 62 percent / tetrahydrofuran; hexane / 37 h / 20 °C

2.1: (+)-diethyl tartrate; titanium(IV) isopropoxide / CH₂Cl₂ / -40 °C

2.2: 62 percent / cumene hydroperoxide / CH₂Cl₂ / 6 h / -20 °C

With titanium(IV) isopropylate; n-butyllithium; (+)-Weinsaeure-diethylester; In tetrahydrofuran; hexane; dichloromethane; 1.1: Peterson olefination;

DOI:10.1021/jo034032r

upstream raw materials:

(+)-diethyl [(1R,3R)-1,3-dioxo-1,3-dithian-2-yl]phosphonate

cyclohexanecarbaldehyde

(R,R)-(+)-1,3-dithiane-1,3-dioxide

2-cyclohexylmethylidene-1,3-dithiane