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76855-69-1

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  • (3S,4R)-4-Acetoxy-3-[(R)-1-(tert-butyldimethylsilyloxy)ethyl]azetidin-2-one Manufacturer/High quality/Best price/In stock

    Cas No: 76855-69-1

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  • High purity Various Specifications (3s,4r)-4-acetoxy-3-[(r)-1-(tert-butyldimethylsilyloxy)ethyl]azetidin-2-one CAS:76855-69-1

    Cas No: 76855-69-1

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  • China Biggest factory Supply High Quality (3S,4R)-4-Acetoxy-3-[(R)-1-(tert-butyldimethylsilyloxy)ethyl]azetidin-2-one CAS 76855-69-1

    Cas No: 76855-69-1

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76855-69-1 Usage

Chemical Properties

white to light yellow crystal powde

Uses

(3S,4R)-4-Acetoxy-3-[(R)-1-(tert-butyldimethylsilyloxy)ethyl]azetidin-2-one is an acetoxyazetidinone derivative used as an intermediate in the preparation of carbapenem antibiotics.

Purification Methods

Purify it by chromatography on silica gel (3 x 14cm) for 50g of ester using 20% EtOAc in n-hexane. The eluate is evaporated, and the residue is recrystallised from hexane (white fluffy crystals). [Leanza et al. Tetrahedron 39 2505 1983.]

Check Digit Verification of cas no

The CAS Registry Mumber 76855-69-1 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 7,6,8,5 and 5 respectively; the second part has 2 digits, 6 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 76855-69:
(7*7)+(6*6)+(5*8)+(4*5)+(3*5)+(2*6)+(1*9)=181
181 % 10 = 1
So 76855-69-1 is a valid CAS Registry Number.
InChI:InChI=1/C13H25NO4Si/c1-8(18-19(6,7)13(3,4)5)10-11(16)14-12(10)17-9(2)15/h8,10,12H,1-7H3,(H,14,16)/t8-,10+,12-/m1/s1

76855-69-1 Well-known Company Product Price

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  • TCI America

  • (A1124)  (3R,4R)-4-Acetoxy-3-[(R)-(tert-butyldimethylsilyloxy)ethyl]-2-azetidinone  >98.0%(N)

  • 76855-69-1

  • 5g

  • 980.00CNY

  • Detail
  • TCI America

  • (A1124)  (3R,4R)-4-Acetoxy-3-[(R)-(tert-butyldimethylsilyloxy)ethyl]-2-azetidinone  >98.0%(N)

  • 76855-69-1

  • 25g

  • 3,990.00CNY

  • Detail
  • Aldrich

  • (375845)  [3R(1′R,4R)]-(+)-4-Acetoxy-3-[1-(tert-butyldimethylsilyloxy)ethyl]-2-azetidinone  98%

  • 76855-69-1

  • 375845-1G

  • 1,260.09CNY

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76855-69-1SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name 4-acetoxyazetidin-2-one

1.2 Other means of identification

Product number -
Other names (3S,4R)-4-Acetoxy-3-[(R)-1-(tert-butyldimethylsilyloxy)ethyl]azetidin-2-one

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:76855-69-1 SDS

76855-69-1Relevant articles and documents

Method for removing P-methoxyphenyl protecting group on amide group

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Paragraph 0031-0057, (2021/10/27)

The invention provides a method for removing p-methoxyphenyl protecting groups on amide groups. The method comprises the steps of sequentially performing ozonation reaction and quenching treatment on a substrate and ozone in the presence of an organic solvent to obtain an oxidation intermediate, wherein an amide group in the substrate is protected by a p-methoxyphenyl group. The oxidation intermediate is subjected to a reduction reaction with carbon monoxide or a mixed gas containing carbon monoxide to remove p-methoxyphenyl. After the substrate and the ozone are subjected to ozonation reaction, the product system of the ozonation reaction is quenched, and then the quenched oxidized intermediate and carbon monoxide are subjected to a reduction reaction to remove p-methoxyphenyl groups to obtain the required amide organic matters. To the method for removing the P-methoxyphenyl protecting group on the amide group, thiourea is not needed, so that the whole process does not generate sulfur-containing wastewater, the cost is lower, and the method is more environmentally friendly.

Preparation method of 4AA

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Paragraph 0016; 0018; 0020-0021; 0023-0024; 0026, (2021/07/28)

The invention discloses a preparation method of 4AA. The preparation method comprises the following steps: S1, preparing a first intermediate from benzamide and a formaldehyde aqueous solution; S2, preparing a second intermediate from the first intermediate, thionyl chloride, toluene and n-heptane; S3, preparing a third intermediate from the second intermediate, methyl acetoacetate, sodium methoxide, toluene, diluted hydrochloric acid and isopropanol; S4, preparing a fourth intermediate from the third intermediate, reductase, ethyl acetate, saturated sodium bicarbonate and saturated salt water; S5, preparing a fifth intermediate from the fourth intermediate, imidazole, TBSCL and methylbenzene; S6, preparing a sixth intermediate from the fifth intermediate, ethanolamine, methanol and n-heptane; S7, preparing a seventh intermediate by using the sixth intermediate, a Grignard reagent and n-heptane; and S8, preparing 4AA from the seventh intermediate, ruthenium trichloride, potassium acetate, ethyl acetate, acetic acid and a peracetic acid solution.

Synthetic method of penem drug intermediate

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, (2020/05/19)

The invention discloses a method for synthesizing biapenem medicine intermediates. The method has the advantages that the biapenem medicine intermediates 4-AA are prepared from (R)-3-polyhydroxybutyrate which is a raw material, and the raw material in the routes is inexpensive, is easily available and can be substantially purchased; the method includes simple steps, the various steps are high in yield, and reaction is simple; chiral reagents and chiral resolution are omitted, accordingly, the method is low in cost and high in yield, and reaction conditions are easily available.

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