(2S,3R)-3-(3-Hydroxy-benzyl)-N-((1S,2R)-2-hydroxy-indan-1-yl)-2-(1-methyl-piperidin-4-yl)-succinamic acid

Base Information

Chemical Name:(2S,3R)-3-(3-Hydroxy-benzyl)-N-((1S,2R)-2-hydroxy-indan-1-yl)-2-(1-methyl-piperidin-4-yl)-succinamic acid
CAS No.:561302-80-5
Molecular Formula:C₂₆H₃₂N₂O₅
Molecular Weight:452.55
Hs Code.:

Synonyms:

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Chemical Property of (2S,3R)-3-(3-Hydroxy-benzyl)-N-((1S,2R)-2-hydroxy-indan-1-yl)-2-(1-methyl-piperidin-4-yl)-succinamic acid

Chemical Property:

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Technology Process of (2S,3R)-3-(3-Hydroxy-benzyl)-N-((1S,2R)-2-hydroxy-indan-1-yl)-2-(1-methyl-piperidin-4-yl)-succinamic acid

There total 11 articles about (2S,3R)-3-(3-Hydroxy-benzyl)-N-((1S,2R)-2-hydroxy-indan-1-yl)-2-(1-methyl-piperidin-4-yl)-succinamic acid 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:

: 96995-06-1
1-(benzyloxy)-3-(iodomethyl)benzene

: 561302-80-5
(2S,3R)-3-(3-Hydroxy-benzyl)-N-((1S,2R)-2-hydroxy-indan-1-yl)-2-(1-methyl-piperidin-4-yl)-succinamic acid

Guidance literature:: Multi-step reaction with 8 steps

1: LDA; HMPA / tetrahydrofuran / -78 - 20 °C

2: DBU / benzene

3: TFA / CH₂Cl₂

4: Et₃N / dioxane; H₂O

5: BOP / dimethylformamide

6: TFA / CH₂Cl₂

7: NaBH(OAc)3 / 1,2-dichloro-ethane; H₂O

8: H₂ / Pd(OH)2 / methanol

With N,N,N,N,N,N-hexamethylphosphoric triamide; hydrogen; sodium tris(acetoxy)borohydride; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; trifluoroacetic acid; lithium diisopropyl amide; palladium dihydroxide; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide; benzene;
DOI:10.1016/S0960-894X(03)00124-0

Reference yield:

: 157688-46-5
2-(1-(tert-butoxycarbonyl)piperidin-4-yl)acetic acid

: 561302-80-5
(2S,3R)-3-(3-Hydroxy-benzyl)-N-((1S,2R)-2-hydroxy-indan-1-yl)-2-(1-methyl-piperidin-4-yl)-succinamic acid

Guidance literature:: Multi-step reaction with 11 steps

1: LiCl; Piv-Cl / tetrahydrofuran

2: NaN(TMS)2 / tetrahydrofuran / -78 - -22 °C

3: H₂O₂; LiOH

4: LDA; HMPA / tetrahydrofuran / -78 - 20 °C

5: DBU / benzene

6: TFA / CH₂Cl₂

7: Et₃N / dioxane; H₂O

8: BOP / dimethylformamide

9: TFA / CH₂Cl₂

10: NaBH(OAc)3 / 1,2-dichloro-ethane; H₂O

11: H₂ / Pd(OH)2 / methanol

With N,N,N,N,N,N-hexamethylphosphoric triamide; lithium hydroxide; hydrogen; dihydrogen peroxide; sodium hexamethyldisilazane; pivaloyl chloride; sodium tris(acetoxy)borohydride; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; trifluoroacetic acid; lithium chloride; lithium diisopropyl amide; palladium dihydroxide; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide; benzene;
DOI:10.1016/S0960-894X(03)00124-0

Reference yield:

: 561302-56-5
2-(1-tert-butoxycarbonyl-piperidin-4-yl)-succinic acid 4-tert-butyl ester

: 561302-80-5
(2S,3R)-3-(3-Hydroxy-benzyl)-N-((1S,2R)-2-hydroxy-indan-1-yl)-2-(1-methyl-piperidin-4-yl)-succinamic acid

Guidance literature:: Multi-step reaction with 8 steps

1: LDA; HMPA / tetrahydrofuran / -78 - 20 °C

2: DBU / benzene

3: TFA / CH₂Cl₂

4: Et₃N / dioxane; H₂O

5: BOP / dimethylformamide

6: TFA / CH₂Cl₂

7: NaBH(OAc)3 / 1,2-dichloro-ethane; H₂O

8: H₂ / Pd(OH)2 / methanol

With N,N,N,N,N,N-hexamethylphosphoric triamide; hydrogen; sodium tris(acetoxy)borohydride; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; trifluoroacetic acid; lithium diisopropyl amide; palladium dihydroxide; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide; benzene;
DOI:10.1016/S0960-894X(03)00124-0