(2R,5R)-5-Hydroxy-1,3-oxathiolane-2-carboxylic acid (1R,2S,5R)-5-methyl-2-(1-methylethyl)cyclohexyl ester

Uses

Product Name: (2R,5R)-5-Hydroxy-1,3-oxathiolane-2-carboxylic acid (1R,2S,5R)-5-methyl-2-(1-methylethyl)cyclohexyl ester
CAS No.: 147126-62-3
Chemical Name: (2R,5R)-5-Hydroxy-1,3-oxathiolane-2-carboxylic acid (1R,2S,5R)-5-methyl-2-(1-methylethyl)cyclohexyl ester
Synonyms: (2R,5R)-5-Hydroxy-[1,3]-oxathiolane-2-carboxylic acid menthyl ester (HME);Menthyloxathiolane;Lamivudine Impurity 8;Lamivudine Impurity 17;Lamivudine Impurity 40;Lamivudine Impurity 17 CRS;Lamivudine intermediate (HME);(2R,5R)-(1R,2S,5R)-2-isopropyl;(1R,2S,5R)-Lamivudine Impurity 32;(1R,2S,5R)-Methyl-5R-hydroxy-[1,3]-oxathiolane-2R-carboxylate
CBNumber: CB9788253
Molecular Formula: C14H24O4S
Formula Weight: 288.4
MOL File: 147126-62-3.mol

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(2R,5R)-5-Hydroxy-1,3-oxathiolane-2-carboxylic acid (1R,2S,5R)-5-methyl-2-(1-methylethyl)cyclohexyl ester Property

Melting point:: 99-1010C
Boiling point:: 402.3±45.0 °C(Predicted)
Density: 1.16
vapor pressure: 3.53-4.14Pa at 30-50℃
storage temp.: Sealed in dry,2-8°C
pka: 11.84±0.40(Predicted)
form: Powder
InChI: InChI=1S/C14H24O4S/c1-8(2)10-5-4-9(3)6-11(10)17-13(16)14-18-12(15)7-19-14/h8-12,14-15H,4-7H2,1-3H3/t9?,10-,11+,12+,14+/m0/s1
InChIKey: KXKDZLRTIFHOHW-OCAWFENCSA-N
SMILES: O1[C@@H](O)CS[C@@H]1C(O[C@@H]1CC(C)CC[C@H]1C(C)C)=O
LogP: 3.18
Dissociation constant: 7.36 at 22℃

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H412Harmful to aquatic life with long lasting effects

Precautionary statements

P273Avoid release to the environment.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

AK Scientific

Product number: F361
Product name: (1R,2S,5R)-Menthol-5R-hydroxy-[1,3]-oxathiolane-2R-carboxylate
Packaging: 5g
Price: $39
Updated: 2021/12/16

AK Scientific

Product number: J91245
Product name: (1R,2S,5R)-Menthol-5R-hydroxy-[1,3]-oxathiolane-2R-carboxylate
Packaging: 100g
Price: $200
Updated: 2021/12/16

American Custom Chemicals Corporation

Product number: APN0002247
Product name: (1R,2S,5R)-MENTHYL-5R-HYDROXY-1,3-OXATHIOLANE-2R-CARBOXYLATE
Purity: 95.00%
Packaging: 1G
Price: $597
Updated: 2021/12/16

Medical Isotopes, Inc.

Product number: 65904
Product name: (1R,2S,5R)-Menthol-5R-hydroxy-[1,3]-oxathiolane-2R-carboxylate
Packaging: 1g
Price: $625
Updated: 2021/12/16

American Custom Chemicals Corporation

Product number: APN0002247
Product name: (1R,2S,5R)-MENTHYL-5R-HYDROXY-1,3-OXATHIOLANE-2R-CARBOXYLATE
Purity: 95.00%
Packaging: 10G
Price: $2194.5
Updated: 2021/12/16

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(2R,5R)-5-Hydroxy-1,3-oxathiolane-2-carboxylic acid (1R,2S,5R)-5-methyl-2-(1-methylethyl)cyclohexyl ester Chemical Properties,Usage,Production

Uses

(1R,2S,5R)-Methyl-5R-hydroxy-[1,3]-oxathiolane-2R-carboxylate is a useful research chemical compound.

Chemical Properties

White To Off-White Solid

Uses

Lamivudine (L172500) intermediate.

Synthesis

40018-26-6

111969-64-3

147126-62-3

L-menthyl ethanedioate monohydrate (1.0 g, 4.34 mmol) and 1,4-dithiane-2,5-diol (396 mg, 2.60 mmol) were used as raw materials, dissolved in acetone (10 mL) and a catalytic amount of acetic acid (0.5 mL) was added. The mixed solution was pumped into a flow reactor at a total flow rate of 0.1 mL/min (where the flow rate of the L-menthylglycolate solution was 0.05 mL/min), and the reaction conditions were set to 125°C and 10 bar back pressure. Upon completion of the reaction, the progress of the reaction was monitored by thin layer chromatography (TLC) and gas chromatography (GC). Subsequently, the solvent was evaporated, the reaction mixture was cooled to 0°C-5°C, a 1% solution of triethylamine in heptane or hexane was added slowly dropwise and stirred at 0°C for 2-3 h to promote precipitate formation. The solid product was collected by filtration and washed with hexane to afford (2R,5R)-((1R,2S,5R)-2-isopropyl-5-methylcyclohexyl)5-hydroxy-1,3-oxathiolane-2-carboxylate (1.1 g, 88% yield) as a white solid. The structure of the product was confirmed by 1H-NMR (400 MHz, CDCl3): δ 5.96 (s, 1H), 5.57 (d, 1H), 4.74 (s, 1H), 3.32-3.29 (m, 1H), 3.17-3.08 (dd, 1H), 2.02 (d, 2H), 1.70 (d, 1H), 1.51- 1.42 (m, 2H), 1.09-1.00 (m, 2H), 0.91 (d, 6H), 0.78 (d, 3H); 13C-NMR (100 MHz, CDCl3): δ 16.27, 20.69, 23.30, 26.16, 31.42, 34.11, 38.46, 40.35, 46.86, 46.07, 80.20, 101.22, 103.20, 172.18; FT-IR (Neat): 3456, 2956, 2864, 1731, 1457, 1387, 1288, 1196, 1041, 986 cm-1. Reaction conditions: flow rate of 0.1 mL/min, retention time 20 min, reaction temperature 50°C to 125°C, and crystallization conditions of 1% triethylamine in heptane/hexane solution.

References

[1] Patent: WO2017/216709, 2017, A2. Location in patent: Page/Page column 12; 13; 14; 15; 17; 18
[2] Tetrahedron Letters, 2005, vol. 46, # 49, p. 8535 - 8538
[3] Patent: WO2013/21290, 2013, A1. Location in patent: Page/Page column 17; 18

(2R,5R)-5-Hydroxy-1,3-oxathiolane-2-carboxylic acid (1R,2S,5R)-5-methyl-2-(1-methylethyl)cyclohexyl ester Preparation Products And Raw materials

Raw materials

Preparation Products

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(2R,5R)-5-Hydroxy-1,3-oxathiolane-2-carboxylic acid (1R,2S,5R)-5-methyl-2-(1-methylethyl)cyclohexyl ester Suppliers

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View Lastest Price from (2R,5R)-5-Hydroxy-1,3-oxathiolane-2-carboxylic acid (1R,2S,5R)-5-methyl-2-(1-methylethyl)cyclohexyl ester manufacturers

Career Henan Chemical Co

Product: (2R,5R)-5-Hydroxy-1,3-oxathiolane-2-carboxylic acid (1R,2S,5R)-5-methyl-2-(1-methylethyl)cyclohexyl ester 147126-62-3
Price: US $1.00/kg
Min. Order: 1kg
Purity: 95%-99%
Supply Ability: 100kg
Release date: 2018-12-19

Career Henan Chemical Co

Product: (2R,5R)-5-Hydroxy-1,3-oxathiolane-2-carboxylic acid (1R,2S,5R)-5-methyl-2-(1-methylethyl)cyclohexyl ester 147126-62-3
Price: US $1.00/kg
Min. Order: 1kg
Purity: 95%-99%
Supply Ability: 100kg
Release date: 2018-12-19

147126-62-3, (2R,5R)-5-Hydroxy-1,3-oxathiolane-2-carboxylic acid (1R,2S,5R)-5-methyl-2-(1-methylethyl)cyclohexyl esterRelated Search:

(1R,2S,5R)-Menthyl-(2R,5S)-5-(4-amino-2-oxo-2H-pyrimidin-1-yl)-[1,3]oxathiolane-2-carboxylic acid (1R,2S,5R)-5-Methyl-2-(1-methylethyl)cyclohexyl dihydroxy-acetate Lamivudine impurity 6 (1r,2s,5r)-2-Isopropyl-5-Methylcyclohexyl-5-Hydroxy-1,3oxathiolane-2-Carboxylate 1,4-Dioxane CHLOROPHOSPHONAZO III Methyl salicylate Tribenuron methyl Kresoxim-methyl Thiophanate-methyl Methyl Methyl bromide 2-Ethylhexyl mercaptoacetate menglytate (1R)-(-)-Menthyl glyoxylate hydrate THIOGLYCOLIC ACID N-OCTYL ESTER 1,3-OXATHIOLANE-2-CARBOXYLIC ACID, 5-HYDROXY- CARBOXYLIC ACID

(2R,5R)-5-Hydroxy-[1,3]-oxathiolane-2-carboxylic acid menthyl ester (HME)

(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl(2R,5R)-5-hydroxy-1,3-oxathiolane-2-carboxylate

(2R,5R)-5-Hydroxy-1,3-oxathiolane-2-carboxylic acid (1R,2S,5R)-5-methyl-2-(1-methylethyl)cyclohexyl ester

(2R, 5R)-5-HYDROXY-1,3-OXATHIOLANE-2-CARBOXYLIC ACID METHYL ESTER

[1R-[1a(2R*,5R*),2b,5a]]-5-Hydroxy-1,3-Oxathiolane-2-carboxylic acid 5-methyl-2-(1-methylethyl)cyclohexyl ester

(2S,5R)-5-Hydroxy-[1,3]-oxathiolane-2-carboxylic acid menthyl ester (HME)

(2R, 5R)-5-HYDROXY-1,3-OXATHIOLANE-2-CARBOXYLIC ACID L METHYL ESTER

(2S,5R)-5-Hydroxy-[1,3]-oxathiolane-2-carboxylic acid menthyl ester

(1R,2S,5R)-Methyl-5R-hydroxy-[1,3]-oxathiolane-2R-carboxylate

5-Hydroxy-[1,3]oxathiolane-2-carboxylic acid 2-isopropyl-5-Methyl-cyclohexyl ester

(2R,5R)-5-Hydroxy[1,3]oxathiolane-2-carboxylic Acid L-Methyl Ester, (1R,2S,5R)-Methyl-5R-hydroxy Acid 2-Isopropyl-5-Methyl-cyclohexyl Ester

(1R,2S,5R)-Menthol-5R-hydroxy-[1,3]-oxathiolane-2R-carboxylate

1,3-Oxathiolane-2-carboxylic acid, 5-hydroxy-, (1R,2S,5R)-5-Methyl-2-(1-Methylethyl)cyclohexyl ester, (2R,5R)-

(2R,5R)-(1R,2S,5R)-2-isopropyl-5-Methylcyclohexyl 5-hydroxy-1,3-oxathiolane-2-carboxylate

(2R,5R)-5-Hydroxy-1,3-oxathiolane-2-carboxylic acid (1R,2S,5R)-5-Methyl-2-(1-Methylethyl)cyclohexyl (2R,5R)-5-Hydroxy[1,3]oxathiolane-2-carboxylic Acid L-Menthol Ester

(2R,5R)-5-HYDROXY-1,3-OXATHIOLANE-2-CARBOXYLIC ACID(1R,2S,5R )-5-METHYL-2-(1-METHYLETHYL)CYCLOHEXYL ESTER

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

5-hydroxy-1,3-oxathiolane-2-carboxylic acid (5-methyl-2-propan-2-ylcyclohexyl) ester

Lamivudine Impurity 17

Lamivudine Impurity 8

(2R)-5-Hydroxy-1,3-oxathiolane-2-carboxylic acid (1R,2S,5R)-5-methyl-2-(1-methylethyl)cyclohexyl ester

(2R,5R)-5-HYDROXY-1,3-OXATHIOLANE-2-CARBOXYLIC ACID MENTHYL ESTE

(2R, 5R)-5-Hydroxy-[1, 3]-oxathiolane-2-Carboxylic acid, 2S isopropyl-5r-methyl-1R cyclohexyl ester (ECE)

(2S,5R)-5-Hydroxy-[1,3]-oxathiolane-2-carboxylic acid menthy...

(2R,5R)-5-Hydroxy[1,3]oxathiolane-2-carboxylic Acid L-Menthol Ester,

Menthyloxathiolane

(2R,5R)-5-Hydroxy-1,3-oxathiolane-2-carboxylic acid (1R,2S,5R)-5-methyl-2-(1-methylethyl)-cyclohexyl ester?(HME)

(2R,5R)-5-Hydroxy-1,3-oxathiolane-2-carboxylic acid (1R,2S,5R)-5-methyl-2-(1-methylethyl)cyclohexyl ester (2R, 5R)-5-HYDROXY-1,3-OXATHIOLANE-2-CARBOXYLIC ACID METHYL ESTER [1R-[1a(2R*,5R*),2b,5a]]-5

(1R,2S,5R)-5-Methyl-2-(1-methylethyl)cyclohexyl (2R,5R)-5-hydroxy-1,3-oxathiolane-2-carboxylate

(2R,5R)-5-Hydroxy-1.3 oxathiolane-2-carboxylie acid (1R,2S,5R)-5-methyl-2- (1-methylethyI)cyclohexyl ester (HME

(2R)-5-Hydroxy[1,3]oxathiolane-2-carboxylic Acid L- menthol Ester

(2R,5R)-5-Hydroxy-1,3-oxathiolane-2-carboxylic acid (1R,2S,5R)-5-methyl-2-(1-methylethyl)cyclohexyl este

[(5R)-5-Methyl-2-propan-2-ylcyclohexyl](2R)-5-hydroxy-1,3-oxathiolane-2-carboxylate

Lamivudine intermediate (HME)

(1R,2S,5R)-Lamivudine Impurity 32

Lamivudine Impurity 40

Lamivudine Impurity 17 CRS

147126-62-3

C14H24O4S

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Heterocycles

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Sulfur & Selenium Compounds