(R)-4-((S)-2,4-Bis-benzyloxy-butyl)-1-(tert-butyl-dimethyl-silanyl)-azetidin-2-one

Base Information

Chemical Name:(R)-4-((S)-2,4-Bis-benzyloxy-butyl)-1-(tert-butyl-dimethyl-silanyl)-azetidin-2-one
CAS No.:85657-44-9
Molecular Formula:C₂₇H₃₉NO₃Si
Molecular Weight:453.697
Hs Code.:

Synonyms:(R)-4-((S)-2,4-Bis-benzyloxy-butyl)-1-(tert-butyl-dimethyl-silanyl)-azetidin-2-one

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

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Chemical Property of (R)-4-((S)-2,4-Bis-benzyloxy-butyl)-1-(tert-butyl-dimethyl-silanyl)-azetidin-2-one

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Technology Process of (R)-4-((S)-2,4-Bis-benzyloxy-butyl)-1-(tert-butyl-dimethyl-silanyl)-azetidin-2-one

There total 9 articles about (R)-4-((S)-2,4-Bis-benzyloxy-butyl)-1-(tert-butyl-dimethyl-silanyl)-azetidin-2-one 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: 100.0%

: 85657-43-8
Dithiocarbonic acid O-{(1R,2S)-2-benzyloxy-1-benzyloxymethyl-3-[(R)-1-(tert-butyl-dimethyl-silanyl)-4-oxo-azetidin-2-yl]-propyl} ester S-methyl ester

: 85657-44-9
(R)-4-((S)-2,4-Bis-benzyloxy-butyl)-1-(tert-butyl-dimethyl-silanyl)-azetidin-2-one

Guidance literature:: With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In toluene;
DOI:10.1039/c39820001354

Reference yield:

: 85657-42-7
(R)-4-((2S,3R)-2,4-Bis-benzyloxy-3-hydroxy-butyl)-azetidin-2-one

: 85657-44-9
(R)-4-((S)-2,4-Bis-benzyloxy-butyl)-1-(tert-butyl-dimethyl-silanyl)-azetidin-2-one

Guidance literature:: Multi-step reaction with 3 steps

1: Et₃N / dimethylformamide

2: 1) NaH / 1) THF

3: 100 percent / Bu₃SnH, azoisobutyronitrile / toluene

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; sodium hydride; triethylamine; In N,N-dimethyl-formamide; toluene;
DOI:10.1039/c39820001354

Reference yield:

: ((2S,3R,5S,6R)-5-Benzyloxy-6-benzyloxymethyl-2-methoxy-tetrahydro-pyran-3-yl)-carbamic acid methyl ester

: 85657-44-9
(R)-4-((S)-2,4-Bis-benzyloxy-butyl)-1-(tert-butyl-dimethyl-silanyl)-azetidin-2-one

Guidance literature:: Multi-step reaction with 9 steps

2: MeI, H₂O / acetonitrile

3: EtMe₂CONa / benzene

4: 74 percent / aq. HOAc

5: 1) Jones reagent, 2) aq. Ba(OH)2

6: 89 percent / 2,2'-dipyridyl disulfide, Ph₃P / acetonitrile

7: Et₃N / dimethylformamide

8: 1) NaH / 1) THF

9: 100 percent / Bu₃SnH, azoisobutyronitrile / toluene

With barium dihydroxide; jones reagent; 2,2'-dipyridyldisulphide; 2,2'-azobis(isobutyronitrile); water; tri-n-butyl-tin hydride; sodium tert-pentoxide; sodium hydride; acetic acid; triethylamine; triphenylphosphine; methyl iodide; In N,N-dimethyl-formamide; toluene; acetonitrile; benzene;
DOI:10.1039/c39820001354