(1r,2s,5r)-2-Isopropyl-5-Methylcyclohexyl-5-Hydroxy-1,3oxathiolane-2-Carboxylate

Base Information

• Chemical Name: (1r,2s,5r)-2-Isopropyl-5-Methylcyclohexyl-5-Hydroxy-1,3oxathiolane-2-Carboxylate
• CAS No.: 200396-19-6
• Molecular Formula: C14H23O4S-
• Molecular Weight: 288.408
• Hs Code.: 2934999090
• Mol file: 200396-19-6.mol

Synonyms:(1r,2s,5r)-2-Isopropyl-5-Methylcyclohexyl-5-Hydroxy-1,3oxathiolane-2-Carboxylate

Chemical Property of (1r,2s,5r)-2-Isopropyl-5-Methylcyclohexyl-5-Hydroxy-1,3oxathiolane-2-Carboxylate

Chemical Property:

• Boiling Point: 402.3±45.0 °C(Predicted)
• PKA: 11.84±0.40(Predicted)
• PSA: 81.06000
• Density: 1.16±0.1 g/cm3(Predicted)
• LogP: 2.39830
• Storage Temp.: -20°C Freezer
• Solubility.: Chloroform (Slightly), Methanol (Slightly)

Purity/Quality:

97% ^*data from raw suppliers

(1R,2S,5R)-2-Isopropyl-5-methylcyclohexyl 5-hydroxy-1,3-oxathiolane-2-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (1r,2s,5r)-2-Isopropyl-5-Methylcyclohexyl-5-Hydroxy-1,3oxathiolane-2-Carboxylate

There total 5 articles about (1r,2s,5r)-2-Isopropyl-5-Methylcyclohexyl-5-Hydroxy-1,3oxathiolane-2-Carboxylate 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: 100.0%

1,4-dithiane-2,5-diol (40018-26-6) + L-menthyl glyoxylate monohydrate (111969-64-3) → (1R,2S,5R)-2-isopropyl-5-methylcyclohexyl 5-hydroxy-1,3-oxathiolane-2-carboxylate (200396-19-6)

Guidance literature:

L-menthyl glyoxylate monohydrate; With acetic acid; In toluene; at 110 - 115 ℃;

1,4-dithiane-2,5-diol; In toluene; Heating;

Reference yield:

(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl 2-((2-acetoxy-2-chloroethyl)thio)-2-chloroacetate → (1R,2S,5R)-2-isopropyl-5-methylcyclohexyl 5-hydroxy-1,3-oxathiolane-2-carboxylate (200396-19-6)

Guidance literature:

With water; triethylamine; In acetonitrile; at 55 ℃; for 22h; Reagent/catalyst; Temperature;

DOI:10.1021/acs.oprd.0c00145

Reference yield:

(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl 2-(chlorothio)acetate → (1R,2S,5R)-2-isopropyl-5-methylcyclohexyl 5-hydroxy-1,3-oxathiolane-2-carboxylate (200396-19-6)

Guidance literature:

Multi-step reaction with 2 steps

1: sulfuryl dichloride / toluene / 3.17 h / -20 °C

2: water; triethylamine / acetonitrile / 22 h / 55 °C

With sulfuryl dichloride; water; triethylamine; In toluene; acetonitrile;

DOI:10.1021/acs.oprd.0c00145

upstream raw materials:

1,4-dithiane-2,5-diol

L-menthyl glyoxylate monohydrate

(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl 2-mercaptoacetate

(-)-menthol

Downstream raw materials:

L-menthyl 5-cytosin-1-yl-1,3-oxathiolane-2-carboxylate

C₁₄H₂₃ClO₃S

(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl (2R,5S)-5-(4-amino-2-oxo-1,2-dihydro-1-pyrimidinyl)-1,3-oxathiolane-2-carboxylate

(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl (2R,5R)-5-(4-amino-2-oxo-1,2-dihydro-1-pyrimidinyl)-1,3-oxathiolane-2-carboxylate

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