Methanesulfonic acid (S)-3-{(2R,3S)-3-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-4-oxo-azetidin-2-yl}-5-(4-methoxy-benzyloxy)-2-methylene-pentyl ester

Base Information

Chemical Name:Methanesulfonic acid (S)-3-{(2R,3S)-3-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-4-oxo-azetidin-2-yl}-5-(4-methoxy-benzyloxy)-2-methylene-pentyl ester
CAS No.:220430-39-7
Molecular Formula:C₂₆H₄₃NO₇SSi
Molecular Weight:541.781
Hs Code.:

Methanesulfonic acid (S)-3-{(2R,3S)-3-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-4-oxo-azetidin-2-yl}-5-(4-methoxy-benzyloxy)-2-methylene-pentyl ester

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Chemical Property of Methanesulfonic acid (S)-3-{(2R,3S)-3-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-4-oxo-azetidin-2-yl}-5-(4-methoxy-benzyloxy)-2-methylene-pentyl ester

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Technology Process of Methanesulfonic acid (S)-3-{(2R,3S)-3-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-4-oxo-azetidin-2-yl}-5-(4-methoxy-benzyloxy)-2-methylene-pentyl ester

There total 8 articles about Methanesulfonic acid (S)-3-{(2R,3S)-3-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-4-oxo-azetidin-2-yl}-5-(4-methoxy-benzyloxy)-2-methylene-pentyl ester 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:

: 2746-25-0
p-Methoxybenzyl bromide

: 220430-39-7
Methanesulfonic acid (S)-3-{(2R,3S)-3-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-4-oxo-azetidin-2-yl}-5-(4-methoxy-benzyloxy)-2-methylene-pentyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: NaH / dimethylformamide / 1 h / Ambient temperature

2: O₃; dimethyl sulfide / CH₂Cl₂; methanol / 1.5 h / -78 °C

3: 60 percent / 3-quinuclidinol / neat (no solvent) / 48 h / Ambient temperature

4: 76 percent / NBS, dimethylsulfide / CH₂Cl₂; toluene / 15 h / Ambient temperature

5: 92 percent / zinc dust / dimethylformamide / 2 h / Ambient temperature

6: DIBAL-H / toluene; methanol / -78 - 0 °C

7: Et₃N

With N-Bromosuccinimide; dimethylsulfide; sodium hydride; diisobutylaluminium hydride; ozone; triethylamine; 3-quinuclidinol; zinc; In methanol; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.3987/COM-98-8302

Reference yield:

: 128461-65-4
3-(p-methoxybenzyloxy)propanal

: 220430-39-7
Methanesulfonic acid (S)-3-{(2R,3S)-3-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-4-oxo-azetidin-2-yl}-5-(4-methoxy-benzyloxy)-2-methylene-pentyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 60 percent / 3-quinuclidinol / neat (no solvent) / 48 h / Ambient temperature

2: 76 percent / NBS, dimethylsulfide / CH₂Cl₂; toluene / 15 h / Ambient temperature

3: 92 percent / zinc dust / dimethylformamide / 2 h / Ambient temperature

4: DIBAL-H / toluene; methanol / -78 - 0 °C

5: Et₃N

With N-Bromosuccinimide; dimethylsulfide; diisobutylaluminium hydride; triethylamine; 3-quinuclidinol; zinc; In methanol; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.3987/COM-98-8302

Reference yield:

: 105-13-5
4-Methoxybenzyl alcohol

: 220430-39-7
Methanesulfonic acid (S)-3-{(2R,3S)-3-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-4-oxo-azetidin-2-yl}-5-(4-methoxy-benzyloxy)-2-methylene-pentyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: aq. HBr / 0.5 h / Ambient temperature

2: NaH / dimethylformamide / 1 h / Ambient temperature

3: O₃; dimethyl sulfide / CH₂Cl₂; methanol / 1.5 h / -78 °C

4: 60 percent / 3-quinuclidinol / neat (no solvent) / 48 h / Ambient temperature

5: 76 percent / NBS, dimethylsulfide / CH₂Cl₂; toluene / 15 h / Ambient temperature

6: 92 percent / zinc dust / dimethylformamide / 2 h / Ambient temperature

7: DIBAL-H / toluene; methanol / -78 - 0 °C

8: Et₃N

With N-Bromosuccinimide; dimethylsulfide; hydrogen bromide; sodium hydride; diisobutylaluminium hydride; ozone; triethylamine; 3-quinuclidinol; zinc; In methanol; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.3987/COM-98-8302