(3R,4S)-1-Benzyl-3-benzyloxy-4-[(E)-2-(4-methoxy-phenyl)-vinyl]-azetidin-2-one

Base Information

• Chemical Name: (3R,4S)-1-Benzyl-3-benzyloxy-4-[(E)-2-(4-methoxy-phenyl)-vinyl]-azetidin-2-one
• CAS No.: 351340-21-1
• Molecular Formula: C₂₆H₂₅NO₃
• Molecular Weight: 399.489

Synonyms:(3R,4S)-1-Benzyl-3-benzyloxy-4-[(E)-2-(4-methoxy-phenyl)-vinyl]-azetidin-2-one

Chemical Property of (3R,4S)-1-Benzyl-3-benzyloxy-4-[(E)-2-(4-methoxy-phenyl)-vinyl]-azetidin-2-one

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Technology Process of (3R,4S)-1-Benzyl-3-benzyloxy-4-[(E)-2-(4-methoxy-phenyl)-vinyl]-azetidin-2-one

There total 1 articles about (3R,4S)-1-Benzyl-3-benzyloxy-4-[(E)-2-(4-methoxy-phenyl)-vinyl]-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: 60.0%

<(4-methoxyphenyl)methyl>diphenylphosphine oxide (16114-90-2) + (+)-(3R,4R)-cis-1-benzyl-3-benzyloxy-4-formyl-2-azetidinone (150949-66-9) → (3R,4S)-1-Benzyl-3-benzyloxy-4-[(E)-2-(4-methoxy-phenyl)-vinyl]-azetidin-2-one (351340-21-1)

Guidance literature:

<(4-methoxyphenyl)methyl>diphenylphosphine oxide; With n-butyllithium; In tetrahydrofuran; at 0 ℃; for 0.166667h;

(+)-(3R,4R)-cis-1-benzyl-3-benzyloxy-4-formyl-2-azetidinone; In tetrahydrofuran; 1,4-dioxane; at -20 ℃; for 16h; Further stages.;

DOI:10.1021/jo001786m

Reference yield: 87.0%

(3R,4S)-1-Benzyl-3-benzyloxy-4-[(E)-2-(4-methoxy-phenyl)-vinyl]-azetidin-2-one (351340-21-1) → (3R,4S)-1-Benzyl-3-benzyloxy-4-[(1R,2R)-1,2-dihydroxy-2-(4-methoxy-phenyl)-ethyl]-azetidin-2-one

Guidance literature:

With methanesulfonamide; AD-mix-β; In water; tert-butyl alcohol; at 20 ℃; for 16h;

DOI:10.1021/jo001786m

Reference yield: 82.0%

(3R,4S)-1-Benzyl-3-benzyloxy-4-[(E)-2-(4-methoxy-phenyl)-vinyl]-azetidin-2-one (351340-21-1) → (3R,4S)-1-Benzyl-3-benzyloxy-4-[(1S,2S)-1,2-dihydroxy-2-(4-methoxy-phenyl)-ethyl]-azetidin-2-one (260354-44-7) + (3R,4S)-1-Benzyl-3-benzyloxy-4-[(1R,2R)-1,2-dihydroxy-2-(4-methoxy-phenyl)-ethyl]-azetidin-2-one

Guidance literature:

With AD-mix-α; methanesulfonamide; In water; tert-butyl alcohol; at 0 ℃; for 16h;

DOI:10.1021/jo001786m

upstream raw materials:

<(4-methoxyphenyl)methyl>diphenylphosphine oxide

(+)-(3R,4R)-cis-1-benzyl-3-benzyloxy-4-formyl-2-azetidinone

Downstream raw materials:

(3R,4S)-1-Benzyl-3-benzyloxy-4-[(1S,2S)-1,2-dihydroxy-2-(4-methoxy-phenyl)-ethyl]-azetidin-2-one

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