(2S,4R)-2-Butyl-4-[2-(4-iodo-phenyl)-ethyl]-pentanedioic acid 1-tert-butyl ester 5-(2-trimethylsilanyl-ethyl) ester

Base Information

Chemical Name:(2S,4R)-2-Butyl-4-[2-(4-iodo-phenyl)-ethyl]-pentanedioic acid 1-tert-butyl ester 5-(2-trimethylsilanyl-ethyl) ester
CAS No.:187827-25-4
Molecular Formula:C₂₆H₄₃IO₄Si
Molecular Weight:574.615
Hs Code.:

Synonyms:(2S,4R)-2-Butyl-4-[2-(4-iodo-phenyl)-ethyl]-pentanedioic acid 1-tert-butyl ester 5-(2-trimethylsilanyl-ethyl) ester

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Chemical Property of (2S,4R)-2-Butyl-4-[2-(4-iodo-phenyl)-ethyl]-pentanedioic acid 1-tert-butyl ester 5-(2-trimethylsilanyl-ethyl) ester

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Technology Process of (2S,4R)-2-Butyl-4-[2-(4-iodo-phenyl)-ethyl]-pentanedioic acid 1-tert-butyl ester 5-(2-trimethylsilanyl-ethyl) ester

There total 7 articles about (2S,4R)-2-Butyl-4-[2-(4-iodo-phenyl)-ethyl]-pentanedioic acid 1-tert-butyl ester 5-(2-trimethylsilanyl-ethyl) ester 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:

: 1663-39-4,25232-27-3
tert-Butyl acrylate

: 187827-25-4
(2S,4R)-2-Butyl-4-[2-(4-iodo-phenyl)-ethyl]-pentanedioic acid 1-tert-butyl ester 5-(2-trimethylsilanyl-ethyl) ester

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) TiCl₄, Ti(O-iPr)4, i-Pr₂NEt / 1.) CH₂Cl₂, 0 deg C, 90 min, 2.) CH₂Cl₂, 0 deg C, overnight

2: 1.) aq. LiOH, H₂O₂, 2.) sodium sulfite, aq. NaHCO₃ / 1.) THF, 0 deg C, 3 h, 2.) THF, 2 h

3: 1.) 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone / 1.) THF, -78 deg C, 1 h, 2.) THF, 0 deg C, overnight

4: 300 mg / EDC, DMAP / tetrahydrofuran / Ambient temperature

With titanium(IV) isopropylate; dmap; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; lithium hydroxide; dihydrogen peroxide; titanium tetrachloride; sodium hydrogencarbonate; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine; sodium sulfite; In tetrahydrofuran;
DOI:10.1021/jm960465t

Reference yield:

: 27913-58-2
4-(4-iodophenyl)butanoic acid

: 187827-25-4
(2S,4R)-2-Butyl-4-[2-(4-iodo-phenyl)-ethyl]-pentanedioic acid 1-tert-butyl ester 5-(2-trimethylsilanyl-ethyl) ester

Guidance literature:: Multi-step reaction with 6 steps

1: Et₃N / tetrahydrofuran / 1 h / 0 °C

2: 1.) n-BuLi / 1.) THF, hexane, -78 deg C, 1 h, 2.) THF, hexane, from 0 deg C to RT, overnight

3: 1.) TiCl₄, Ti(O-iPr)4, i-Pr₂NEt / 1.) CH₂Cl₂, 0 deg C, 90 min, 2.) CH₂Cl₂, 0 deg C, overnight

4: 1.) aq. LiOH, H₂O₂, 2.) sodium sulfite, aq. NaHCO₃ / 1.) THF, 0 deg C, 3 h, 2.) THF, 2 h

5: 1.) 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone / 1.) THF, -78 deg C, 1 h, 2.) THF, 0 deg C, overnight

6: 300 mg / EDC, DMAP / tetrahydrofuran / Ambient temperature

With titanium(IV) isopropylate; dmap; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; lithium hydroxide; n-butyllithium; dihydrogen peroxide; titanium tetrachloride; sodium hydrogencarbonate; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; N-ethyl-N,N-diisopropylamine; sodium sulfite; In tetrahydrofuran;
DOI:10.1021/jm960465t

Reference yield:

: 1027982-33-7
C₁₅H₁₉IO₃

: 187827-25-4
(2S,4R)-2-Butyl-4-[2-(4-iodo-phenyl)-ethyl]-pentanedioic acid 1-tert-butyl ester 5-(2-trimethylsilanyl-ethyl) ester

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) n-BuLi / 1.) THF, hexane, -78 deg C, 1 h, 2.) THF, hexane, from 0 deg C to RT, overnight

2: 1.) TiCl₄, Ti(O-iPr)4, i-Pr₂NEt / 1.) CH₂Cl₂, 0 deg C, 90 min, 2.) CH₂Cl₂, 0 deg C, overnight

3: 1.) aq. LiOH, H₂O₂, 2.) sodium sulfite, aq. NaHCO₃ / 1.) THF, 0 deg C, 3 h, 2.) THF, 2 h

4: 1.) 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone / 1.) THF, -78 deg C, 1 h, 2.) THF, 0 deg C, overnight

5: 300 mg / EDC, DMAP / tetrahydrofuran / Ambient temperature

With titanium(IV) isopropylate; dmap; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; lithium hydroxide; n-butyllithium; dihydrogen peroxide; titanium tetrachloride; sodium hydrogencarbonate; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine; sodium sulfite; In tetrahydrofuran;
DOI:10.1021/jm960465t