dimethyl (2S,3R)-[1-(N-acetylamino)-2-hydroxy-1-{(E)-3-phenyl-2-propenyl}propyl]phosphonate

Base Information

Chemical Name:dimethyl (2S,3R)-[1-(N-acetylamino)-2-hydroxy-1-{(E)-3-phenyl-2-propenyl}propyl]phosphonate
CAS No.:245366-73-8
Molecular Formula:C₁₆H₂₄NO₅P
Molecular Weight:341.344
Hs Code.:

Synonyms:dimethyl (2S,3R)-[1-(N-acetylamino)-2-hydroxy-1-{(E)-3-phenyl-2-propenyl}propyl]phosphonate

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Chemical Property of dimethyl (2S,3R)-[1-(N-acetylamino)-2-hydroxy-1-{(E)-3-phenyl-2-propenyl}propyl]phosphonate

Chemical Property:

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Technology Process of dimethyl (2S,3R)-[1-(N-acetylamino)-2-hydroxy-1-{(E)-3-phenyl-2-propenyl}propyl]phosphonate

There total 3 articles about dimethyl (2S,3R)-[1-(N-acetylamino)-2-hydroxy-1-{(E)-3-phenyl-2-propenyl}propyl]phosphonate 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:

: 21040-45-9
Cinnamyl acetate

: 245366-73-8
dimethyl (2S,3R)-[1-(N-acetylamino)-2-hydroxy-1-{(E)-3-phenyl-2-propenyl}propyl]phosphonate

Guidance literature:: Multi-step reaction with 2 steps

1: (R)-BINAP; t-BuOK / [Pd(π-allyl)(cod)]BF4 / toluene / 20 h / -30 °C

2: NaBH₄ / 2-methyl-propan-2-ol / 50 °C

With sodium tetrahydroborate; potassium tert-butylate; (R)-2,2'-bis(diphenylphosphanyl)-1,1'-binaphthyl; [Pd(?-allyl)(cod)]BF4; In toluene; tert-butyl alcohol;
DOI:10.1021/ol990679f

Reference yield:

: 245366-66-9
dimethyl (S)-[1-(N-acetylamino)-2-oxo-1-{(E)-3-phenyl-2-propenyl}propyl]phosphonate

: 245366-72-7
dimethyl (2S,3S)-[1-(N-acetylamino)-2-hydroxy-1-{(E)-3-phenyl-2-propenyl}propyl]phosphonate

: 245366-73-8
dimethyl (2S,3R)-[1-(N-acetylamino)-2-hydroxy-1-{(E)-3-phenyl-2-propenyl}propyl]phosphonate

Guidance literature:: With tetrabutylammonium borohydride; In methanol; at -30 ℃;
DOI:10.1021/ol990679f

Reference yield:

: 170943-24-5
dimethyl (1-acetamido-2-oxopropyl)phosphonate

: 245366-73-8
dimethyl (2S,3R)-[1-(N-acetylamino)-2-hydroxy-1-{(E)-3-phenyl-2-propenyl}propyl]phosphonate

Guidance literature:: Multi-step reaction with 2 steps

1: (R)-BINAP; t-BuOK / [Pd(π-allyl)(cod)]BF4 / toluene / 20 h / -30 °C

2: NaBH₄ / 2-methyl-propan-2-ol / 50 °C

With sodium tetrahydroborate; potassium tert-butylate; (R)-2,2'-bis(diphenylphosphanyl)-1,1'-binaphthyl; [Pd(?-allyl)(cod)]BF4; In toluene; tert-butyl alcohol;
DOI:10.1021/ol990679f