methanesulfonate of (3R,4R)-4-[(R)-1-hydroxy-3-butenyl]-3-phenoxy-1-(2-propenyl)-2-azetidinone

Base Information

Chemical Name:methanesulfonate of (3R,4R)-4-[(R)-1-hydroxy-3-butenyl]-3-phenoxy-1-(2-propenyl)-2-azetidinone
CAS No.:277758-05-1
Molecular Formula:C₁₇H₂₁NO₅S
Molecular Weight:351.423
Hs Code.:

Synonyms:methanesulfonate of (3R,4R)-4-[(R)-1-hydroxy-3-butenyl]-3-phenoxy-1-(2-propenyl)-2-azetidinone

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Chemical Property of methanesulfonate of (3R,4R)-4-[(R)-1-hydroxy-3-butenyl]-3-phenoxy-1-(2-propenyl)-2-azetidinone

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Technology Process of methanesulfonate of (3R,4R)-4-[(R)-1-hydroxy-3-butenyl]-3-phenoxy-1-(2-propenyl)-2-azetidinone

There total 5 articles about methanesulfonate of (3R,4R)-4-[(R)-1-hydroxy-3-butenyl]-3-phenoxy-1-(2-propenyl)-2-azetidinone 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: 79.0%

: 124-63-0
methanesulfonyl chloride

: 277757-90-1
(3R,4S)-4-[(R)-1-hydroxy-3-butenyl]-3-phenoxy-1-(2-propenyl)-2-azetidinone

: 277758-05-1
methanesulfonate of (3R,4R)-4-[(R)-1-hydroxy-3-butenyl]-3-phenoxy-1-(2-propenyl)-2-azetidinone

Guidance literature:: With triethylamine; In dichloromethane; at 20 ℃; for 2h;
DOI:10.1021/jo991641j

Reference yield:

: 701-99-5
Phenoxyacetyl chloride

: 277758-05-1
methanesulfonate of (3R,4R)-4-[(R)-1-hydroxy-3-butenyl]-3-phenoxy-1-(2-propenyl)-2-azetidinone

Guidance literature:: Multi-step reaction with 5 steps

1: 74 percent / Et₃N / CH₂Cl₂ / 16 h / 20 °C

2: 100 percent / PTSA / tetrahydrofuran; H₂O / Heating

3: sodium hydrogen carbonate; sodium periodate / CH₂Cl₂; H₂O / 2 h

4: 57 percent / SnCl₄ / CH₂Cl₂ / 0.75 h / -78 °C

5: 79 percent / Et₃N / CH₂Cl₂ / 2 h / 20 °C

With sodium periodate; tin(IV) chloride; sodium hydrogencarbonate; toluene-4-sulfonic acid; triethylamine; In tetrahydrofuran; dichloromethane; water; 1: Staudinger reaction / 2: Hydrolysis / 3: oxidative cleavage / 4: Addition / 5: Substitution;
DOI:10.1021/jo991641j

Reference yield:

: 201748-24-5
(+)-(3R,4S)-4-formyl-3-phenoxy-1-(2-propenyl)-2-azetidinone

: 277758-05-1
methanesulfonate of (3R,4R)-4-[(R)-1-hydroxy-3-butenyl]-3-phenoxy-1-(2-propenyl)-2-azetidinone

Guidance literature:: Multi-step reaction with 2 steps

1: 57 percent / SnCl₄ / CH₂Cl₂ / 0.75 h / -78 °C

2: 79 percent / Et₃N / CH₂Cl₂ / 2 h / 20 °C

With tin(IV) chloride; triethylamine; In dichloromethane; 1: Addition / 2: Substitution;
DOI:10.1021/jo991641j