(1S,4S)-4-Allyl-1-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl)-2,2,3,3-tetramethyl-phosphetane 1-oxide

Base Information

• Chemical Name: (1S,4S)-4-Allyl-1-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl)-2,2,3,3-tetramethyl-phosphetane 1-oxide
• CAS No.: 190850-90-9
• Molecular Formula: C₂₀H₃₇OP
• Molecular Weight: 324.487

Synonyms:(1S,4S)-4-Allyl-1-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl)-2,2,3,3-tetramethyl-phosphetane 1-oxide

Chemical Property of (1S,4S)-4-Allyl-1-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl)-2,2,3,3-tetramethyl-phosphetane 1-oxide

Chemical Property:

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Technology Process of (1S,4S)-4-Allyl-1-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl)-2,2,3,3-tetramethyl-phosphetane 1-oxide

There total 1 articles about (1S,4S)-4-Allyl-1-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl)-2,2,3,3-tetramethyl-phosphetane 1-oxide 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: 73.0%

allyl iodid (556-56-9) + (P(R)) 1-menthyl-3,3,4,4-tetramethylphosphetane oxide (153985-32-1) → (1S,4S)-4-Allyl-1-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl)-2,2,3,3-tetramethyl-phosphetane 1-oxide (190850-90-9)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.25h;

DOI:10.1016/S0022-328X(96)06563-1

Reference yield:

(1S,4S)-4-Allyl-1-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl)-2,2,3,3-tetramethyl-phosphetane 1-oxide (190850-90-9) → 3-[(1S,2S)-1-((1R,2S,5R)-2-Isopropyl-5-methyl-cyclohexyl)-3,3,4,4-tetramethyl-1-oxo-1λ5-phosphetan-2-ylmethyl]-[1,2,4]trioxolane

Guidance literature:

With ozone; In dichloromethane; at -78 ℃;

DOI:10.1016/S0022-328X(96)06563-1

Reference yield:

(1S,4S)-4-Allyl-1-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl)-2,2,3,3-tetramethyl-phosphetane 1-oxide (190850-90-9) → [(1S,2S)-1-((1R,2S,5R)-2-Isopropyl-5-methyl-cyclohexyl)-3,3,4,4-tetramethyl-1-oxo-1λ5-phosphetan-2-yl]-acetaldehyde (190850-92-1)

Guidance literature:

With dimethylsulfide; ozone; Multistep reaction; 1.) CH₂Cl₂, -78 deg C, 0.5 h;

DOI:10.1055/s-1998-2169

upstream raw materials:

allyl iodid

(P(R)) 1-menthyl-3,3,4,4-tetramethylphosphetane oxide

Downstream raw materials:

[(1S,2S)-1-((1R,2S,5R)-2-Isopropyl-5-methyl-cyclohexyl)-3,3,4,4-tetramethyl-1-oxo-1λ⁵-phosphetan-2-yl]-acetaldehyde

3-[(1S,2S)-1-((1R,2S,5R)-2-Isopropyl-5-methyl-cyclohexyl)-3,3,4,4-tetramethyl-1-oxo-1λ⁵-phosphetan-2-yl]-propan-1-ol

2-[(1R,2S)-1-((1R,2S,5R)-2-Isopropyl-5-methyl-cyclohexyl)-3,3,4,4-tetramethyl-phosphetan-2-yl]-ethanol

2-[(1S,2S)-1-((1R,2S,5R)-2-Isopropyl-5-methyl-cyclohexyl)-3,3,4,4-tetramethyl-1-oxo-1λ⁵-phosphetan-2-yl]-ethanol

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