(4R,5R)-bis((1R,2S,5R)-2-isopropyl-5-methylcyclohexyl) 2-chloro-1,3,2-dioxaphospholane-4,5-dicarboxylate

Base Information

• Chemical Name: (4R,5R)-bis((1R,2S,5R)-2-isopropyl-5-methylcyclohexyl) 2-chloro-1,3,2-dioxaphospholane-4,5-dicarboxylate
• CAS No.: 1026023-96-0
• Molecular Formula: C₂₄H₄₀ClO₆P
• Molecular Weight: 491.005

Synonyms:(4R,5R)-bis((1R,2S,5R)-2-isopropyl-5-methylcyclohexyl) 2-chloro-1,3,2-dioxaphospholane-4,5-dicarboxylate

Chemical Property of (4R,5R)-bis((1R,2S,5R)-2-isopropyl-5-methylcyclohexyl) 2-chloro-1,3,2-dioxaphospholane-4,5-dicarboxylate

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Technology Process of (4R,5R)-bis((1R,2S,5R)-2-isopropyl-5-methylcyclohexyl) 2-chloro-1,3,2-dioxaphospholane-4,5-dicarboxylate

There total 1 articles about (4R,5R)-bis((1R,2S,5R)-2-isopropyl-5-methylcyclohexyl) 2-chloro-1,3,2-dioxaphospholane-4,5-dicarboxylate 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: 87.0%

(+)-(R,R)-Weinsaeure-di<(-)-(1R,2S,5R)-menthyl>ester (77302-56-8,1287683-04-8) → (4R,5R)-bis((1R,2S,5R)-2-isopropyl-5-methylcyclohexyl) 2-chloro-1,3,2-dioxaphospholane-4,5-dicarboxylate (1026023-96-0)

Guidance literature:

With phosphorus trichloride; In tetrahydrofuran; at 65 ℃; for 1h; Inert atmosphere;

DOI:10.1016/j.tetasy.2011.04.004

Reference yield: 97.0%

N-benzyloxycarbonyl-cis-2(R)-(acetoxymethyl)-6(S)-(hydroxymethyl)piperidine (144433-72-7) + (4R,5R)-bis((1R,2S,5R)-2-isopropyl-5-methylcyclohexyl) 2-chloro-1,3,2-dioxaphospholane-4,5-dicarboxylate (1026023-96-0) → C41H62NO11P

Guidance literature:

With triethylamine; In chloroform-d1; at 23 ℃;

DOI:10.1016/j.ica.2014.02.007

Reference yield:

(R)-1-phenylethanol (1517-69-7) + (4R,5R)-bis((1R,2S,5R)-2-isopropyl-5-methylcyclohexyl) 2-chloro-1,3,2-dioxaphospholane-4,5-dicarboxylate (1026023-96-0) → (4R,5R)-bis[(1R,2S,5R)-menth-1-yloxycarbonyl]-2-[(R)-1-phenyleth-1-yloxy]-1,3,2-dioxaphospholane (1026024-01-0)

Guidance literature:

With triethylamine; In tetrahydrofuran; at 25 ℃; for 2h;

DOI:10.1021/jo7026068

upstream raw materials:

(+)-(R,R)-Weinsaeure-di<(-)-(1R,2S,5R)-menthyl>ester

Downstream raw materials:

2-[(1R,2S,5R)-menth-1-yloxy]-(4R,5R)-bis[(1R,2S,5R)-menth-1-yloxycarbonyl]-1,3,2-dioxaphospholane

2-[(1S,2R,5S)-menth-1-yloxy]-(4R,5R)-bis[(1R,2S,5R)-menth-1-yloxycarbonyl]-1,3,2-dioxaphospholane

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