ChemicalBook > CAS DataBase List > (4R,6R)-tert-Butyl-6-(2-aminoethyl)-2,2-dimethyl-1,3-dioxane-4-acetate

(4R,6R)-tert-Butyl-6-(2-aminoethyl)-2,2-dimethyl-1,3-dioxane-4-acetate

Product Name: (4R,6R)-tert-Butyl-6-(2-aminoethyl)-2,2-dimethyl-1,3-dioxane-4-acetate
CAS No.: 125995-13-3
Chemical Name: (4R,6R)-tert-Butyl-6-(2-aminoethyl)-2,2-dimethyl-1,3-dioxane-4-acetate
Synonyms: ATS-9;(4R,6R)-T-BUTYL-6-(2-AMINOETHYL)-2,2-DIMETHYL-1,3-DIOXANE-4-ACETATE;2-diMethyl-1;Atorvastatin A9;3-dioxane-4-acetate;Atorvastatin Impurity Ⅱ;Atorvastatin calcium-10;Atorvastatin Impurity Ⅱ;Atorvastatin Impurity 83;Atarvostatin intermediate
CBNumber: CB2218182
Molecular Formula: C14H27NO4
Formula Weight: 273.37
MOL File: 125995-13-3.mol

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(4R,6R)-tert-Butyl-6-(2-aminoethyl)-2,2-dimethyl-1,3-dioxane-4-acetate Property

Boiling point:: 339.8±17.0 °C(Predicted)
Density: 0.992±0.06 g/cm3(Predicted)
refractive index: 1.454-1.456
storage temp.: Keep in dark place,Sealed in dry,Room Temperature
solubility: soluble in Chloroform
pka: 9.80±0.10(Predicted)
form: Viscous Liquid
color: Light yellow to green or light blue
λmax: 204nm(EtOH)(lit.)
InChI: InChI=1S/C14H27NO4/c1-13(2,3)19-12(16)9-11-8-10(6-7-15)17-14(4,5)18-11/h10-11H,6-9,15H2,1-5H3/t10-,11-/m1/s1
InChIKey: HWSHVKNLMBMKSR-GHMZBOCLSA-N
SMILES: O1[C@H](CCN)C[C@H](CC(OC(C)(C)C)=O)OC1(C)C
CAS DataBase Reference: 125995-13-3(CAS DataBase Reference)

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Safety

Safety Statements: 24/25
HS Code: 29153900

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

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N-Bromosuccinimide Price

TCI Chemical

Product number: B3702
Product name: tert-Butyl 2-[(4R,6R)-6-(2-Aminoethyl)-2,2-dimethyl-1,3-dioxan-4-yl]acetate
Purity: >98.0%(GC)
Packaging: 1g
Price: $29
Updated: 2025/07/31

TCI Chemical

Product number: B3702
Product name: tert-Butyl 2-[(4R,6R)-6-(2-Aminoethyl)-2,2-dimethyl-1,3-dioxan-4-yl]acetate
Purity: >98.0%(GC)
Packaging: 5g
Price: $86
Updated: 2025/07/31

TRC

Product number: C497250
Product name: (4R,cis)-1,1-Dimethylethyl-6-aminoethyl-2,2-dimethyl-1,3-dioxane-4-acetate
Packaging: 50mg
Price: $65
Updated: 2021/12/16

Matrix Scientific

Product number: 072506
Product name: (4R,6R)-tert-Butyl-6-(2-aminoethyl)-2,2-dimethyl-1,3-dioxane-4-acetate
Purity: 95+%
Packaging: 25g
Price: $192
Updated: 2021/12/16

Chem-Impex

Product number: 39604
Product name: tert-Butyl2-[(4R,6R)-6-(2-aminoethyl)-2,2-dimethyl-1,3-dioxan-4-yl]acetate,98%(GC)
Purity: 98%(GC)
Packaging: 5G
Price: $89.6
Updated: 2021/12/16

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(4R,6R)-tert-Butyl-6-(2-aminoethyl)-2,2-dimethyl-1,3-dioxane-4-acetate Chemical Properties,Usage,Production

Description

(4R,6R)-tert-Butyl-6-(2-aminoethyl)-2,2-dimethyl-1,3-dioxane-4-acetate is an impurity of Atorvastatin. Atorvastatin is a drug used to lower cholesterol levels in the blood. It belongs to a class of drugs called HMG-CoA reductase inhibitors, and it works by blocking an enzyme that plays a role in the production of cholesterol.

Chemical Properties

Colorless to light yellow liqui

Uses

(4R,6R)-tert-Butyl-6-(2-aminoethyl)-2,2-dimethyl-1,3-dioxane-4-acetate is an useful synthetic intermediate.

Uses

An impurity of Atorvastatin (A791750).

Synthesis

125971-94-0

125971-86-0

General procedure for the synthesis of the target compound (CAS:125971-86-0) from (4R-cis)-6-cyanomethyl-2,2-dimethyl-1,3-dioxane-4-acetic acid tert-butyl ester: to a 5-gallon stainless steel reactor were added 250 g of Raney nickel (Ra-Ni), (4R,6R)-6-cyanomethyl-2,2-dimethyl-[1,3] tert-butyl dioxane-4-yl-acetate (1.0 kg, 3.71 mol), toluene (6 L), methanol (675 mL) and 6.5 M ammonia/methanol solution (800 mL). The reactor was sealed and pressure tested with nitrogen (N2) to 3.5 bar and purged three times with N2 at 3.5 bar. Subsequently, the reactor was purged with hydrogen (H2) three times to 3.5 bar, without turning on stirring during this process. After H2 pressurization to 3.5 bar, stirring was initiated and the reaction was carried out for 2-6 h. A slight exotherm was observed and the temperature increased to 30-40 °C. Stirring was continued until H2 absorption ceased, then stirring was continued at 30 to 40 °C for 30 min. The reaction mixture was cooled to 20-25 °C, the H2 source and stirrer were turned off, and the reactor was drained of H2. The stirrer was restarted, and the reactor was purged with N2 three times to 3.5 bar. The recovered nickel catalyst was filtered under nitrogen protection and the reactor and catalyst bed were washed with toluene (250 mL). The filtrates were combined and concentrated under reduced pressure to about 500 mL at no more than 55°C. [Note: the vacuum was broken with nitrogen after the concentration was completed]. Add saturated sodium chloride solution to the concentrate and stir under nitrogen protection for 10 minutes. Stop stirring and let stand to stratify. The lower aqueous phase was discarded and the organic phase was concentrated to give a yellow oily target product (1.054 kg, 104% yield, containing 7% residual toluene); 1H-NMR (400 MHz, CDCl3): δ 4.23-4.19 (m, 1H), 3.99-3.95 (m, 1H), 2.74 (t, J=7.1 Hz, 2H), 2.40-2.36 (m, 1H), 2.27-2.22 (m, 1H), 1.58-1.41 (m, 2H), 1.40 (s, 9H), 1.31 (s, 6H), 0.89 (s, 9H); low-resolution mass spectra (APCI) m/z 273 [M+H]+.

References

[1] Patent: US2005/239857, 2005, A1. Location in patent: Page/Page column 83
[2] Patent: US8563753, 2013, B2. Location in patent: Page/Page column 18; 19
[3] Patent: WO2007/49121, 2007, A1. Location in patent: Page/Page column 17-18
[4] Patent: CN104230880, 2016, B. Location in patent: Paragraph 0066-0067
[5] Tetrahedron Letters, 1992, vol. 33, # 17, p. 2283 - 2284

(4R,6R)-tert-Butyl-6-(2-aminoethyl)-2,2-dimethyl-1,3-dioxane-4-acetate Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from (4R,6R)-tert-Butyl-6-(2-aminoethyl)-2,2-dimethyl-1,3-dioxane-4-acetate manufacturers

Moxin Chemicals

Product: Atorvastatin Impurity 77 125995-13-3
Price: US $0.00-0.00/mg
Min. Order: 10mg
Purity: 98%+
Supply Ability: 100000
Release date: 2025-02-10

Shaanxi Dideu New Materials Co. Ltd

Product: (4R,6R)-tert-Butyl-6-(2-aminoethyl)-2,2-dimethyl-1,3-dioxane-4-acetate 125995-13-3
Price: US $0.00/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: 10000KGS
Release date: 2025-03-11

Henan Fengda Chemical Co., Ltd

Product: (4R,6R)-tert-Butyl-6-(2-aminoethyl)-2,2-dimethyl-1,3-dioxane-4-acetate 125995-13-3
Price: US $8.00-0.80/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: g-kg-tons, free sample is available
Release date: 2024-01-22

125995-13-3, (4R,6R)-tert-Butyl-6-(2-aminoethyl)-2,2-dimethyl-1,3-dioxane-4-acetateRelated Search:

tert-Butyl peroxyacetate tert-Butyl chloroacetate Methyl 2,2-dimethylphenylacetate tert-Butyl acetate Butyl acetate Dacthal N,N-Dimethylformamide tert-Butyl bromoacetate Dimethyl carbonate tert-Butanol Isobutyl acetate ETHANE Dimethyl fumarate Dimethylbenzylcarbinyl acetate Dimethyl ether Dimethyl phthalate Dimethyl sulfate Dimethyl disulfide

(4R,CIS)-1,1-DIMETHYLETHYL-6-AMINOETHYL-2,2-DIMETHYL-1,3-DIOXANE-4-ACETATE

(4R-Cis)-1,1-Dimethylethyl-6-aminoethyl-2,2-dimethyl-1,3-dioxoane-4-acetate

(4R,6R)-T-BUTYL-6-(2-AMINOETHYL)-2,2-DIMETHYL-1,3-DIOXANE-4-ACETATE

(4R,6R)-TERT-BUTYL-6-(2-AMINOETHYL)-2,2-DIMETHYL-1,3-DIOXANE-4-ACETATE

ATS-9

(4R-CIS)-1,1-DIMETHYLETHYL-6-AMINOETHYL-2,2-DIMETHYL-1,3-DIOXANE-4-ACETATE (ATS-9)

Atorvastatin Intermediate Ⅰ

Atorvastatin Intermediate 1

ATROVASTATIN INTERMEDIATES

(4R-Cia)-1,1-dimethyl ethyl-6-cyano methyl-2,2-dimethyl-1,3-dioxane-4-acetate

(4R,Cis)-1,1-Dimethylethyl-6-(2-Aminoethyl)-2,2-Dimethyl-1,3-Dioxane-4-Acetate

(4R-cis)-1,1-dimethylethyl-6-aminoethyl- 2,2-dimethyl-1,3-dloxane-4-acetate

(4R,6R)-6-(2-aminoethyl)-2,2-dimethyl-1,3-Dioxane-4-acetic acid, 1,1-dimethylethyl ester

TERT-BUTYL[(4R,6R)-6-(2-AMINOETHYL)-2,2-DIMETHYL-1, 3-DIOXAN-4-YL]ACETATE

ATS-9 (4R, cis)C1,1-dimethylethyl-6-aminoethyl-2,2-dimethyl-1,3-dioxane C4-Acetate

(4R, 6R)-6-(2aminoethyl)-2,2-dimethyl-1,3-dioxane-4-acetic acid tert-Butyl Ester

tert-Butyl 2-[(4R,6R)-6-(2-Aminoethyl)-2,2-dimethyl-1,3-dioxan-4-yl]acetate

(4R, 6R)-6-(2aminoethyl)-2,2-dimethyl-1,3-dioxane-4-acetic acid tert-Butyl Easter

(4R,6R)-Tert-Butyl-6-(2-Aminoe

ATS 9 (4R,CIS)-1,1-DIMETHYLETHYL-6-AMINOETHYL-2,2-DIMETHYL-1,3-DIOXANE-4-ACETATE

TERT-BUTYL 2-((4R,6S)-6-(AMINOMETHYL)-2,2-DIMETHYL-1,3-DIOXAN-4-YL)ACETATE

(4R-Cis)-1,1-dimethylethyl-6-aminomethyl-2,2-dimethyl-1,3-dio-cxane-acetate

Atorvastatin Impurity Ⅱ

Atorvastatin intermediatesAts-9

Atorvastatin calcium-10

Atorvastatin Impurity 83

tert-butyl [(4R,6R)-6-aminoethyl-2,2-dimethyl-1,3-dioxan-4-yl]acetate

tert-Butyl 6-aminoethyl-2,2-dimethyl-1,3-dioxolane-4-acetate

(4R,6R)-tert-Butyl-6-(2-aminoethyl)-2,2-dimethyl-1,3-dioxane-4-acetate,95%

2-diMethyl-1

3-dioxane-4-acetate

6R)-tert-Butyl-6-(2-aMinoethyl)-2

(4R,6R)-tert-Butyl-6-(2-aminoethyl)-2,2-dimethyl-1,3-dioxane-4-acetate

1,3-Dioxane-4-acetic acid, 6-(2-aminoethyl)-2,2-dimethyl-, 1,1-dimethylethyl ester, (4R,6R)-

4R,6R)-tert-Butyl-6-(2-aMinoethyl)-2,2-diMethyl-1

(4R,Cis)-1,1-diMethylethyl6-aMinoethyl

2-[(4R,6R)-6-(2-Aminoethyl)-2,2-dimethyl-1,3-dioxan-4-yl]acetic Acid tert-Butyl Ester

2-[6-(2-AMinoethyl)-2,2-diMethyl-1,3-dioxan-4-yl]-3,3-diMethylbutanoate

1,1-Dimethylethyl (4R-cis)-6-Aminoe

tert-Butyl 2-[(4R,6R)-6-(2-Aminoethyl)-2,2-dimethyl-1,3-dioxan-4-yl]acetate &gt

(4R,6R)-tert-Butyl-6-(2-aminoethyl)-2,2-dimethyl-1,3- dioxane-4-acetate（A9）

ATORVASTATIN A9 (4R,6R)-tert-Butyl-6-(2-aminoethyl)-2,2-dimethyl-1,3-dioxane-4-acetate

(4R,6R)-t-Butyl-6-(2-aminoethyl)-2,2-dimethyl-1,3-dioxane-4-...

2-[(4R,6R)-2,2-dimethyl-6-[2-[(2-methylpropan-2-yl)oxy]-2-oxoethyl]-1,3-dioxan-4-yl]ethylazanium

Atorvastatin Intermediate A9

1,1-Dimethylethyl (4R-cis)-6-Aminoethyl-2,2-dimethyl-1,3-dio

tert-Butyl 2-((4R,6R)-6-aminoethyl-2,2- dimethyl-1,3-dioxane-4-yl)acetate

1,1-Dimethylethyl (4R,6R)-6-(2-aminoethyl)-2,2-dimethyl-1,3-dioxane-4-acetate

Atorvastatin calcium impurity 18

Atarvostatin intermediate

tert-Butyl 2-[(4R,6R)-6-(2-Aminoethyl)-2,2-dimethyl-1,3-dioxan-4-yl]acetate, ≥ 98.0%

Atorvastatin A9

6-Aminoethyl-2,2-dimethyl-1,3-dioxolane-4-acetic Acid tert-Butyl Ester

(4R-Cis)-tert-Butyl6-(2-aminoethyl)-2,2-dimethyl-1,3-dioxolane-4-hexanoate

Atorvastatin Calcium Intermediate ATS-9

4R,Cis)-1,1-dimethylethyl6-aminothyl-2,2-dimethly-1,3-dioxane-4-acetate

Atorvastatin Impurity Ⅱ

tert-Butyl (4R,6R)-6-(2-aminoethyl)-2,2-dimethyl-1,3-dioxane-4-acetate