(3S,4R)-1-<(S)-1-(benzyloxy)-4-methylpent-2-yl>-3-(benzylideneamino)-3-allyl-4-phenylazetidin-2-one

Base Information

• Chemical Name: (3S,4R)-1-<(S)-1-(benzyloxy)-4-methylpent-2-yl>-3-(benzylideneamino)-3-allyl-4-phenylazetidin-2-one
• CAS No.: 111793-89-6
• Molecular Formula: C₃₂H₃₆N₂O₂
• Molecular Weight: 480.65
• Mol file: 111793-89-6.mol

Synonyms:(3S,4R)-1-<(S)-1-(benzyloxy)-4-methylpent-2-yl>-3-(benzylideneamino)-3-allyl-4-phenylazetidin-2-one

Chemical Property of (3S,4R)-1-<(S)-1-(benzyloxy)-4-methylpent-2-yl>-3-(benzylideneamino)-3-allyl-4-phenylazetidin-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3S,4R)-1-<(S)-1-(benzyloxy)-4-methylpent-2-yl>-3-(benzylideneamino)-3-allyl-4-phenylazetidin-2-one

There total 2 articles about (3S,4R)-1-<(S)-1-(benzyloxy)-4-methylpent-2-yl>-3-(benzylideneamino)-3-allyl-4-phenylazetidin-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:

allyl bromide (106-95-6) + 1-<(S)-1-(benzyloxy)-4-methylpent-2-yl>-(3S,4R)-3-(benzylideneamino)-4-phenylazetidin-2-one (98380-66-6) → (3S,4R)-1-<(S)-1-(benzyloxy)-4-methylpent-2-yl>-3-(benzylideneamino)-3-allyl-4-phenylazetidin-2-one (111793-89-6)

Guidance literature:

With lithium hexamethyldisilazane; Yield given. Multistep reaction; 1.) THF, -78 deg C, 30 min 2.) THF, -78 deg C to room temperature, overnight;

DOI:10.1021/ja00209a044

Reference yield:

(3S,4R)-1-((S)-1-Benzyloxymethyl-3-methyl-butyl)-4-phenyl-3-{[1-phenyl-meth-(E)-ylidene]-amino}-azetidin-2-one (98380-66-6,107079-80-1,107079-81-2) → (3S,4R)-3-Allyl-1-((S)-1-benzyloxymethyl-3-methyl-butyl)-4-phenyl-3-{[1-phenyl-meth-(E)-ylidene]-amino}-azetidin-2-one (111793-89-6)

Guidance literature:

With lithium diisopropyl amide; Yield given. Multistep reaction; 1.) THF, -78 deg C;

Reference yield: 98.0%

(3S,4R)-1-<(S)-1-(benzyloxy)-4-methylpent-2-yl>-3-(benzylideneamino)-3-allyl-4-phenylazetidin-2-one (111793-89-6) → (3S,4R)-1-<(S)-1-(benzyloxy)-4-methylpent-2-yl>-3-amino-3-allyl-4-phenylazetidin-2-one (111793-91-0)

Guidance literature:

With hydrogenchloride; In methanol; for 3h; Ambient temperature;

DOI:10.1021/ja00209a044

upstream raw materials:

(3S,4R)-1-((S)-1-Benzyloxymethyl-3-methyl-butyl)-4-phenyl-3-{[1-phenyl-meth-(E)-ylidene]-amino}-azetidin-2-one

allyl bromide

1-<(S)-1-(benzyloxy)-4-methylpent-2-yl>-(3S,4R)-3-(benzylideneamino)-4-phenylazetidin-2-one

Downstream raw materials:

L-α-allylphenylalanyl-L-leucinol

(3S,4R)-1-<(S)-1-(benzyloxy)-4-methylpent-2-yl>-3-amino-3-allyl-4-phenylazetidin-2-one