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

Product Name: tert-Butyl (4R-cis)-6-formaldehydel-2,2-dimethyl-1,3-dioxane-4-acetate
CAS No.: 124752-23-4
Chemical Name: tert-Butyl (4R-cis)-6-formaldehydel-2,2-dimethyl-1,3-dioxane-4-acetate
Synonyms: tert-Butyl 2-((4R,6S)-6-forMyl-2,2-diMethyl-1,3-dioxan-4-yl)acetate;Rosuvastatin calciuM-C6;3-dioxane-4-acetic acid;Rosuvastatin Impurity 61;Pitavastatin Impurity 64;Rosuvastatin Impurity 110;(4R-cis)-6-formaldehydel-2;Rosuvastatin P-3 (RSV-P-3);Rosuvastatin Intermediates C-6;Pivastatin calcium side chains
CBNumber: CB6192653
Molecular Formula: C13H22O5
Formula Weight: 258.31
MOL File: 124752-23-4.mol

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

Boiling point:: 320.3±32.0 °C(Predicted)
Density: 1.073±0.06 g/cm3(Predicted)
storage temp.: Inert atmosphere,Store in freezer, under -20°C
Appearance: White to off-white Solid
InChI: InChI=1S/C13H22O5/c1-12(2,3)18-11(15)7-9-6-10(8-14)17-13(4,5)16-9/h8-10H,6-7H2,1-5H3/t9-,10+/m1/s1
InChIKey: JEFQIIXBSQLRTF-ZJUUUORDSA-N
SMILES: O1[C@@H](CC(OC(C)(C)C)=O)C[C@@H](C=O)OC1(C)C

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Biosynth Carbosynth

Product number: FB35385
Product name: tert-Butyl (4R-cis)-6-formaldehydel-2,2-dimethyl-1,3-dioxane-4-acetate
Packaging: 250mg
Price: $55
Updated: 2021/12/16

Matrix Scientific

Product number: 075832
Product name: tert-Butyl (4R-cis)-6-formaldehydel-2,2-dimethyl-1,3-dioxane-4-acetate
Purity: 93%
Packaging: 5g
Price: $55
Updated: 2021/12/16

Matrix Scientific

Product number: 075832
Product name: tert-Butyl (4R-cis)-6-formaldehydel-2,2-dimethyl-1,3-dioxane-4-acetate
Purity: 93%
Packaging: 1g
Price: $20
Updated: 2021/12/16

Biosynth Carbosynth

Product number: FB35385
Product name: tert-Butyl (4R-cis)-6-formaldehydel-2,2-dimethyl-1,3-dioxane-4-acetate
Packaging: 500mg
Price: $85
Updated: 2021/12/16

American Custom Chemicals Corporation

Product number: CCH0000253
Product name: TERT-BUTYL 2-((4R,6S)-6-FORMYL-2,2-DIMETHYL-1,3-DIOXAN-4-YL)ACETATE
Purity: 95.00%
Packaging: 1G
Price: $191.1
Updated: 2021/12/16

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

Uses

tert-Butyl (4R-cis)-6-formaldehydel-2,2-dimethyl-1,3-dioxane-4-acetate can be used as intermediate used in the synthesis of statins.

Synthesis

124655-09-0

124752-23-4

General procedure for the synthesis of tert-butyl (4R,6S)-6-formyl-2,2-dimethyl-1,3-dioxane-4-acetate from (4R,6S)-6-hydroxymethyl-2,2-dimethyl-1,3-dioxane-4-acetate: tert-butyl (4R,6S)-6-hydroxymethyl-2,2-dimethyl-1,3-dioxane-4-acetate ( 10.0 g, 0.0385 mol) was dissolved in a solvent mixture of dimethyl sulfoxide (15.0 g, 0.192 mol) and dichloromethane (100 mL) and the reaction system was subsequently cooled to 0 to -5 °C. After being maintained at this temperature for 15 minutes, diisopropylethylamine (17.42 g, 0.1347 mol) was slowly added and stirring was continued at 0 to -5 °C for 15 minutes. Another flask was taken and a suspension was prepared by sequentially adding pyridine-sulfur trioxide complex (12.25 g, 0.077 mol), pyridine (6.09 g, 0.077 mol) and dimethyl sulfoxide (15.0 g, 0.192 mol) at room temperature and stirring for 10 minutes. This suspension was slowly added to the aforementioned cooled dichloromethane solution, keeping the reaction temperature at 0 to -5°C and continuing to stir for 1 hour. Upon completion of the reaction, the reaction was quenched by the addition of water (50.0 mL) and stirred for 10 minutes. Liquid-liquid separation was then performed and the aqueous phase was back-extracted with dichloromethane (2 x 20 mL). The organic phases were combined, washed sequentially with water (3 x 100.0 mL), dried over anhydrous sodium sulfate, and concentrated under reduced pressure to remove the solvent to give the crude product. The crude product was dried under reduced pressure at 40 to 45 °C for 1 h. The final product was tert-butyl (4R,6S)-6-formyl-2,2-dimethyl-1,3-dioxohexane-4-acetate (9.22 g, 93.0% yield).

References

[1] Tetrahedron Letters, 1990, vol. 31, # 18, p. 2545 - 2548
[2] Patent: WO2008/59519, 2008, A2. Location in patent: Page/Page column 12; 18; 23
[3] Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2015, vol. 54B, # 10, p. 1247 - 1251
[4] Patent: WO2005/56004, 2005, A1. Location in patent: Page/Page column 52; 145-146
[5] Patent: CN105503816, 2016, A. Location in patent: Paragraph 0066; 0067; 0068

tert-Butyl (4R-cis)-6-formaldehydel-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 tert-Butyl (4R-cis)-6-formaldehydel-2,2-dimethyl-1,3-dioxane-4-acetate manufacturers

WUHAN FORTUNA CHEMICAL CO., LTD

Product: tert-Butyl (4R-cis)-6-formaldehydel-2,2-dimethyl-1,3-dioxane-4-acetate 124752-23-4
Price: US $0.00/kg
Min. Order: 1kg
Purity: 98%min
Supply Ability: 1000kg
Release date: 2022-12-29

Sinoway Industrial co., ltd.

Product: Rosuvastatin Calcium Intermediate 124752-23-4
Price: US $0.00/Kg/Bag
Min. Order: 2Kg/Bag
Purity: 99% up, High Density
Supply Ability: 20 tons
Release date: 2022-10-25

Shaanxi Dideu New Materials Co. Ltd

Product: tert-Butyl (4R-cis)-6-formaldehydel-2,2-dimethyl-1,3-dioxane-4-acetate 124752-23-4
Price: US $0.00/KG
Min. Order: 1KG
Purity: 98.5%
Supply Ability: 50000KGS
Release date: 2024-11-12

124752-23-4, tert-Butyl (4R-cis)-6-formaldehydel-2,2-dimethyl-1,3-dioxane-4-acetateRelated Search:

2-Butoxyethanol tert-Butyl bromoacetate Isobutyl acetate Dimethylbenzylcarbinyl acetate Ethyl 2-(Chlorosulfonyl)acetate ETHANE Dimethyl ether Dimethyl carbonate tert-Butyl acetate DL-sec-Butyl acetate tert-Butyl peroxyacetate tert-Butyl chloroacetate Methyl 2,2-dimethylphenylacetate N,N-Dimethylformamide BUTYL OLEATE Dimethyl sulfoxide Dimethyl fumarate Butyl acetate

(3R,5S)-6-Oxo-3,5-O-diisopropylidene-3,5-dihydroxyhexanoic acid tert-butyl ester

tert-Butyl (4R-cis)-6-ForMaldehydel-2,2-diMethyl-1,3-dioxane-4-acetate DISCONTINUED. See H946660

(4R-Cis)-6-ForMaldehydel-2,2-diMethyl-1,3-dioxane-4-acetic acid,1,1-diMenthylethyl ester

tert-Butyl [(4R, 6S)-6-forMyl-2,2-diMethyl-1,3-dioxan-4-yl]acetate

InterMediate of Pitavastatin or Rosuvastatin

Rosuvastatin calciuM interMediate-D7

tert-Butyl 2-((4R,6S)-6-forMyl-2,2-diMethyl-1,3-dioxan-4-yl)acetate

TERT-BUTYL (3R,5S)-6-OXO-3,5-O-ISO-PROPYLIDENE-3,5-DIHYDROXYHEXANOATE

(4R-cis)-6-Formaldehydel-2,2-dimethyl-1,3-dioxane-4-acetic acid 1,1-dimethylethyl ester

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

(4R-cis)-6-forMaldehydel-2,2-diMethyl-1, 3-dioxane

Rosuvastatin calciuM-C6

((4R,6S)-6-ForMyl-2,2-diMethyl-[1,3]dioxan-4-yl)acetic Acid tert-But

3,5-Dideoxy-2,4-O-(1-Methylethylidene)-L-erythro-hexuronic Acid 1,1-DiMethylethyl Ester

Tert-butyl(4R-cis)-6-forMaldehyde-2,2-diMethyl-1,3-dioxane-4-acetate

(4-CIS)-6-FORMYL-2, 2-DIMETHYL-1, 3-DIOXANE-4-ACETIC ACID,1,1-DIMETHYLETHYL ESTER

Rosuvastatin Intermediates C-6

L-erythro-Hexuronic acid, 3,5-dideoxy-2,4-O-(1-Methylethylidene)-, 1,1-diMethylethyl ester

-6-formaldehydel-2,2-dimethyl-1,3-dioxane-4-acetate

Intermediate for Rosuvastatin Calcium

3-dioxane-4-acetic acid

(4R-cis)-6-formaldehydel-2

Rosuvastatin Impurity 110

Rosuvastatin P-3 (RSV-P-3)

Rosuvastatin Impurity 61

Rosuvastatin Calcium Intermediate

(4R-cis)-6-aldehyde-2,2-dimethyl-1,3-dioxane-4-acetic acid tert-butyl ester

Pitavastatin Impurity 64

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

(4R-Cis)-6-ForMaldehyde-2,2-diMethyl-1,3-dioxane-4-acetic acid,1,1-diMethyl ethyl ester

tert-Butyl (4R-cis)-6-formaldehydel-2,2-dimethyl-1,3-dioxane...

ert-butyl2-[(4R,6S)-6-formyl-2,2-dimethyl-1,3-dioxan-4-yl]acetate

Rosuvastatin Impurity 61(Pitavastatin Impurity 64)

Pivastatin calcium side chains

Pirvastatin calcium side chain

Tert-butyl 2-((4R,6S)-6-formyl-2,2-dimethyl-1,3-dioxan-4-yl)acetate (Rosuvastatin Impurity)

4R-cis-6-Formyl-2,2-dimethyl-1,3-dioxane-4-aceticacidtert-butylester

(4R-Cis)-tert-Butyl6-formyl-2,2-dimethyl-1,3-dioxane-4-acetate

124752-23-4

Chiral Reagents

Heterocycles

Intermediates & Fine Chemicals

Pharmaceuticals

Pharmaceutical intermediates

INTERMEDIATES OF ROSUVASTATIN