Methyl[(2S,3S)-1-(tert-butyldimethylsilyl)-3-[(R)-1-(tert-butyldimethylsiloxy)ethyl]-4-oxoazetidin-2-yl]malonic acid

Base Information

Chemical Name:Methyl[(2S,3S)-1-(tert-butyldimethylsilyl)-3-[(R)-1-(tert-butyldimethylsiloxy)ethyl]-4-oxoazetidin-2-yl]malonic acid
CAS No.:156630-85-2
Molecular Formula:C₂₁H₄₁NO₆Si₂
Molecular Weight:459.731
Hs Code.:
DSSTox Substance ID:DTXSID10451524
Nikkaji Number:J600.734A
Wikidata:Q82271591

Synonyms:DTXSID10451524;156630-85-2;{(2S,3S)-1-[tert-Butyl(dimethyl)silyl]-3-[(1R)-1-{[tert-butyl(dimethyl)silyl]oxy}ethyl]-4-oxoazetidin-2-yl}(methyl)propanedioic acid;Methyl[(2S,3S)-1-(tert-butyldimethylsilyl)-3-[(R)-1-(tert-butyldimethylsiloxy)ethyl]-4-oxoazetidin-2-yl]malonic acid

Suppliers and Price of Methyl[(2S,3S)-1-(tert-butyldimethylsilyl)-3-[(R)-1-(tert-butyldimethylsiloxy)ethyl]-4-oxoazetidin-2-yl]malonic acid

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

American Custom Chemicals Corporation
2-((2S,3S)-1-(TERT-BUTYLDIMETHYLSILYL)-3-((R)-1-(TERT-BUTYLDIMETHYLSILYLOXY)ETHYL)-4-OXOAZETIDIN-2-YL)-2-METHYLMALONIC ACID 95.00%
5MG
$ 503.24

Total 0 raw suppliers

Chemical Property of Methyl[(2S,3S)-1-(tert-butyldimethylsilyl)-3-[(R)-1-(tert-butyldimethylsiloxy)ethyl]-4-oxoazetidin-2-yl]malonic acid

Chemical Property:

PSA：104.14000
LogP:4.34230
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:9
Exact Mass:459.24724110
Heavy Atom Count:30
Complexity:706

Purity/Quality:: 2-((2S,3S)-1-(TERT-BUTYLDIMETHYLSILYL)-3-((R)-1-(TERT-BUTYLDIMETHYLSILYLOXY)ETHYL)-4-OXOAZETIDIN-2-YL)-2-METHYLMALONIC ACID 95.00% ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CC(C1C(N(C1=O)[Si](C)(C)C(C)(C)C)C(C)(C(=O)O)C(=O)O)O[Si](C)(C)C(C)(C)C
Isomeric SMILES:C[C@H]([C@@H]1[C@H](N(C1=O)[Si](C)(C)C(C)(C)C)C(C)(C(=O)O)C(=O)O)O[Si](C)(C)C(C)(C)C

Technology Process of Methyl[(2S,3S)-1-(tert-butyldimethylsilyl)-3-[(R)-1-(tert-butyldimethylsiloxy)ethyl]-4-oxoazetidin-2-yl]malonic acid

There total 3 articles about Methyl[(2S,3S)-1-(tert-butyldimethylsilyl)-3-[(R)-1-(tert-butyldimethylsiloxy)ethyl]-4-oxoazetidin-2-yl]malonic acid 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:

: 156630-84-1
5-{(2S,3S)-1-(tert-Butyl-dimethyl-silanyl)-3-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-4-oxo-azetidin-2-yl}-2,2,5-trimethyl-[1,3]dioxane-4,6-dione

: 156630-85-2
2-{(2S,3S)-1-(tert-Butyl-dimethyl-silanyl)-3-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-4-oxo-azetidin-2-yl}-2-methyl-malonic acid

Guidance literature:: With sodium hydroxide; In tetrahydrofuran; at 0 - 2 ℃; for 1h;
DOI:10.1016/0040-4039(94)85197-2

Reference yield:

: 76899-07-5,78963-47-0,78963-48-1,78963-60-7,80951-41-3,81275-02-7,85647-75-2,85954-95-6,92217-74-8,104527-11-9,76855-69-1
(3R,4R)-3-[(R)-1-(tert-butyldimethylsilyloxy)ethyl]-4-acetoxyazetidin-2-one

: 156630-85-2
2-{(2S,3S)-1-(tert-Butyl-dimethyl-silanyl)-3-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-4-oxo-azetidin-2-yl}-2-methyl-malonic acid

Guidance literature:: Multi-step reaction with 3 steps

1: 95 percent / Et₃N / ethyl acetate / 4 h / 65 °C

2: 95 percent / NaI, Et₃N / dimethylformamide / 3 h / 60 °C

3: 2N aq. NaOH / tetrahydrofuran / 1 h / 0 - 2 °C

With sodium hydroxide; triethylamine; sodium iodide; In tetrahydrofuran; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1016/0040-4039(94)85197-2

Reference yield:

: 156630-83-0
5-[(2S,3S)-3-[(1R)-1-(tert-butyldimethylsilyloxy)ethyl]-4-oxoazetidin-2-yl]-2,2,5-trimethyl[1,3]dioxane-4,6-dione

: 156630-85-2
2-{(2S,3S)-1-(tert-Butyl-dimethyl-silanyl)-3-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-4-oxo-azetidin-2-yl}-2-methyl-malonic acid

Guidance literature:: Multi-step reaction with 2 steps

1: 95 percent / NaI, Et₃N / dimethylformamide / 3 h / 60 °C

2: 2N aq. NaOH / tetrahydrofuran / 1 h / 0 - 2 °C

With sodium hydroxide; triethylamine; sodium iodide; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1016/0040-4039(94)85197-2