1-{(S)-1-[(3aR,7aR)-1,3-Bis-(2,2-dimethyl-propyl)-2-oxo-octahydro-2λ⁵-benzo[1,3,2]diazaphosphol-2-yl]-ethyl}-4-methyl-cyclohexanol

Base Information

• Chemical Name: 1-{(S)-1-[(3aR,7aR)-1,3-Bis-(2,2-dimethyl-propyl)-2-oxo-octahydro-2λ⁵-benzo[1,3,2]diazaphosphol-2-yl]-ethyl}-4-methyl-cyclohexanol
• CAS No.: 146397-35-5
• Molecular Formula: C₂₅H₄₉N₂O₂P
• Molecular Weight: 440.65

Synonyms:1-{(S)-1-[(3aR,7aR)-1,3-Bis-(2,2-dimethyl-propyl)-2-oxo-octahydro-2λ⁵-benzo[1,3,2]diazaphosphol-2-yl]-ethyl}-4-methyl-cyclohexanol

Chemical Property of 1-{(S)-1-[(3aR,7aR)-1,3-Bis-(2,2-dimethyl-propyl)-2-oxo-octahydro-2λ⁵-benzo[1,3,2]diazaphosphol-2-yl]-ethyl}-4-methyl-cyclohexanol

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of 1-{(S)-1-[(3aR,7aR)-1,3-Bis-(2,2-dimethyl-propyl)-2-oxo-octahydro-2λ⁵-benzo[1,3,2]diazaphosphol-2-yl]-ethyl}-4-methyl-cyclohexanol

There total 1 articles about 1-{(S)-1-[(3aR,7aR)-1,3-Bis-(2,2-dimethyl-propyl)-2-oxo-octahydro-2λ⁵-benzo[1,3,2]diazaphosphol-2-yl]-ethyl}-4-methyl-cyclohexanol 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: 55.0%

1-methylcyclohexan-4-one (589-92-4) + (3aR,7aR)-1,3-Bis-(2,2-dimethyl-propyl)-2-ethyl-octahydro-benzo[1,3,2]diazaphosphole 2-oxide (146397-34-4) → 1-{(S)-1-[(3aR,7aR)-1,3-Bis-(2,2-dimethyl-propyl)-2-oxo-octahydro-2λ5-benzo[1,3,2]diazaphosphol-2-yl]-ethyl}-4-methyl-cyclohexanol (146397-35-5)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; at -78 ℃;

DOI:10.1016/0040-4039(93)88009-8

Reference yield: 66.0%

1-{(S)-1-[(3aR,7aR)-1,3-Bis-(2,2-dimethyl-propyl)-2-oxo-octahydro-2λ5-benzo[1,3,2]diazaphosphol-2-yl]-ethyl}-4-methyl-cyclohexanol (146397-35-5) → (aS)-(4-methylcyclohexane)ethylidene (79464-57-6)

Guidance literature:

With acetic acid;

DOI:10.1016/0040-4039(93)88009-8

Reference yield:

1-{(S)-1-[(3aR,7aR)-1,3-Bis-(2,2-dimethyl-propyl)-2-oxo-octahydro-2λ5-benzo[1,3,2]diazaphosphol-2-yl]-ethyl}-4-methyl-cyclohexanol (146397-35-5) → (2R,3R,4R)-4-((R)-4-Methyl-cyclohex-1-enyl)-pentane-1,2,3-triol (146397-37-7,146453-20-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 66 percent / AcOH

2: SnCl₄ / CH₂Cl₂ / -78 °C

3: 96 percent / Li, NH₃

With ammonia; tin(IV) chloride; lithium; acetic acid; In dichloromethane;

DOI:10.1016/0040-4039(93)88009-8

upstream raw materials:

1-methylcyclohexan-4-one

(3aR,7aR)-1,3-Bis-(2,2-dimethyl-propyl)-2-ethyl-octahydro-benzo[1,3,2]diazaphosphole 2-oxide

Downstream raw materials:

(aS)-(4-methylcyclohexane)ethylidene

(2R,3R,4R)-4-((R)-4-Methyl-cyclohex-1-enyl)-pentane-1,2,3-triol

(2R,3R,4R)-1,2-Bis-benzyloxy-4-((R)-4-methyl-cyclohex-1-enyl)-pentan-3-ol

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