methyl (2S,3S)-2-(9-anthrylmethoxy)-2-(3-bromophenyl)-3-phenyl-3-(phenylamino)-propanoate

Base Information

Chemical Name:methyl (2S,3S)-2-(9-anthrylmethoxy)-2-(3-bromophenyl)-3-phenyl-3-(phenylamino)-propanoate
CAS No.:1034152-18-5
Molecular Formula:C₃₇H₃₀BrNO₃
Molecular Weight:616.554
Hs Code.:

Synonyms:methyl (2S,3S)-2-(9-anthrylmethoxy)-2-(3-bromophenyl)-3-phenyl-3-(phenylamino)-propanoate

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Chemical Property of methyl (2S,3S)-2-(9-anthrylmethoxy)-2-(3-bromophenyl)-3-phenyl-3-(phenylamino)-propanoate

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Technology Process of methyl (2S,3S)-2-(9-anthrylmethoxy)-2-(3-bromophenyl)-3-phenyl-3-(phenylamino)-propanoate

There total 5 articles about methyl (2S,3S)-2-(9-anthrylmethoxy)-2-(3-bromophenyl)-3-phenyl-3-(phenylamino)-propanoate 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: 96.0%

: 1468-95-7
9-hydroxymethylanthracene

: 538-51-2
benzylidene phenylamine

: 264882-03-3
methyl 2-(3-bromophenyl)-2-diazoacetate

: 1034152-18-5
methyl (2S,3S)-2-(9-anthrylmethoxy)-2-(3-bromophenyl)-3-phenyl-3-(phenylamino)-propanoate

: methyl 2-(9-anthrylmethoxy)-2-(3-bromophenyl)-3-phenyl-3-(phenylamino)propanoate

Guidance literature:: With dirhodium tetraacetate; (R)‐3,3′‐bis(9‐phenanthryl)‐1,1′‐binaphthalene‐2,2′‐diyl hydrogen phosphate; In dichloromethane; at -20 ℃; for 3h; Overall yield = 96 percent; stereoselective reaction; Molecular sieve; Inert atmosphere;
DOI:10.1039/c9ob02149c

Reference yield: 88.0%

: 1468-95-7
9-hydroxymethylanthracene

: 1750-36-3,33993-35-0,538-51-2,137431-97-1,137432-04-3
(E)-N-benzylidenebenzenamine

: 264882-03-3
methyl 2-(3-bromophenyl)-2-diazoacetate

: 1034152-18-5
methyl (2S,3S)-2-(9-anthrylmethoxy)-2-(3-bromophenyl)-3-phenyl-3-(phenylamino)-propanoate

: methyl 2-(9-anthrylmethoxy)-2-(3-bromophenyl)-3-phenyl-3-(phenylamino)propanoate

Guidance literature:: With dirhodium tetraacetate; C₄₀H₂₅O₄P; In dichloromethane; at -20 ℃; for 3h; optical yield given as %ee; enantioselective reaction; Molecular sieve; Inert atmosphere;
DOI:10.1021/ja801755z

Reference yield:

: 150529-73-0
methyl 2-(3-bromophenyl)acetatee

: 1034152-18-5
methyl (2S,3S)-2-(9-anthrylmethoxy)-2-(3-bromophenyl)-3-phenyl-3-(phenylamino)-propanoate

: methyl 2-(9-anthrylmethoxy)-2-(3-bromophenyl)-3-phenyl-3-(phenylamino)propanoate

Guidance literature:: Multi-step reaction with 2 steps

1: 4-acetamidobenzenesulfonyl azide; 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 12 h / 0 - 25 °C

2: dirhodium tetraacetate; (R)‐3,3′‐bis(9‐phenanthryl)‐1,1′‐binaphthalene‐2,2′‐diyl hydrogen phosphate / dichloromethane / 3 h / -20 °C / Molecular sieve; Inert atmosphere

With dirhodium tetraacetate; (R)‐3,3′‐bis(9‐phenanthryl)‐1,1′‐binaphthalene‐2,2′‐diyl hydrogen phosphate; 4-acetamidobenzenesulfonyl azide; 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; acetonitrile;
DOI:10.1039/c9ob02149c