(S)-methyl 2-<1-(3-bis(phenylmethyl)aminophenyl)propyl>-5-hydroxy-3-oxo-5-propyl octoate

Base Information

Chemical Name:(S)-methyl 2-<1-(3-bis(phenylmethyl)aminophenyl)propyl>-5-hydroxy-3-oxo-5-propyl octoate
CAS No.:234118-32-2
Molecular Formula:C₃₅H₄₅NO₄
Molecular Weight:543.747
Hs Code.:

Synonyms:(S)-methyl 2-<1-(3-bis(phenylmethyl)aminophenyl)propyl>-5-hydroxy-3-oxo-5-propyl octoate

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Chemical Property of (S)-methyl 2-<1-(3-bis(phenylmethyl)aminophenyl)propyl>-5-hydroxy-3-oxo-5-propyl octoate

Chemical Property:

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Technology Process of (S)-methyl 2-<1-(3-bis(phenylmethyl)aminophenyl)propyl>-5-hydroxy-3-oxo-5-propyl octoate

There total 11 articles about (S)-methyl 2-<1-(3-bis(phenylmethyl)aminophenyl)propyl>-5-hydroxy-3-oxo-5-propyl octoate 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:

: 55314-57-3
ethyl pent-2-ynoate

: 234118-32-2
(S)-methyl 2-<1-(3-bis(phenylmethyl)aminophenyl)propyl>-5-hydroxy-3-oxo-5-propyl octoate

Guidance literature:: Multi-step reaction with 8 steps

1: 88 percent / LiI / acetic acid / 5 h / 70 °C

2: 1.) DIBAL-H, PPh₃, ZnCl₂ / 1.) (Ph₃P)2PdCl₂ / 1.( THF, toluene, Et₂O, 0 deg C, 2.) THF, reflux

3: 89 percent / iPr₂NEt / acetonitrile / 0 °C

4: 100 percent / NaOH / H₂O; methanol; tetrahydrofuran / 1.) 25 deg C, overnight, 2.) reflux, 2 h

5: 87 percent / H₂ / <(R)-BINAP>ruthenium acetate / methanol; tetrahydrofuran / 72 h / 2068.59 Torr

6: 96 percent / SOCl₂ / 25 °C

7: 78 percent / LDA / tetrahydrofuran / -78 - 0 °C

8: 1.) NaH, 2.) n-BuLi / 1.) THF, 45 deg C, 5 h, 2.) 0 deg C, 30 min, 3.) -78 deg C ,18 min; 0 deg C, 25 min

With sodium hydroxide; n-butyllithium; thionyl chloride; hydrogen; sodium hydride; diisobutylaluminium hydride; N-ethyl-N,N-diisopropylamine; triphenylphosphine; zinc(II) chloride; lithium iodide; lithium diisopropyl amide; bis-triphenylphosphine-palladium(II) chloride; Ru(OAc)2((R)-BINAP); In tetrahydrofuran; methanol; water; acetic acid; acetonitrile;
DOI:10.1021/jo990278d

Reference yield:

: 30414-53-0
methyl propanoyl acetate

: 234118-32-2
(S)-methyl 2-<1-(3-bis(phenylmethyl)aminophenyl)propyl>-5-hydroxy-3-oxo-5-propyl octoate

Guidance literature:: Multi-step reaction with 8 steps

1: 64 percent / NaH / 1,2-dimethoxy-ethane / 25 °C

2: 1.) DIBAL-H, PPh₃, ZnCl₂ / 1.) (Ph₃P)2PdCl₂ / 1.( THF, toluene, Et₂O, 0 deg C, 2.) 25 deg C, 1 h

3: 89 percent / iPr₂NEt / acetonitrile / 0 °C

4: 100 percent / NaOH / H₂O; methanol; tetrahydrofuran / 1.) 25 deg C, overnight, 2.) reflux, 2 h

5: 87 percent / H₂ / <(R)-BINAP>ruthenium acetate / methanol; tetrahydrofuran / 72 h / 2068.59 Torr

6: 96 percent / SOCl₂ / 25 °C

7: 78 percent / LDA / tetrahydrofuran / -78 - 0 °C

8: 1.) NaH, 2.) n-BuLi / 1.) THF, 45 deg C, 5 h, 2.) 0 deg C, 30 min, 3.) -78 deg C ,18 min; 0 deg C, 25 min

With sodium hydroxide; n-butyllithium; thionyl chloride; hydrogen; sodium hydride; diisobutylaluminium hydride; N-ethyl-N,N-diisopropylamine; triphenylphosphine; zinc(II) chloride; lithium diisopropyl amide; bis-triphenylphosphine-palladium(II) chloride; Ru(OAc)2((R)-BINAP); In tetrahydrofuran; methanol; 1,2-dimethoxyethane; water; acetonitrile;
DOI:10.1021/jo990278d

Reference yield:

: 100-39-0
benzyl bromide

: 234118-32-2
(S)-methyl 2-<1-(3-bis(phenylmethyl)aminophenyl)propyl>-5-hydroxy-3-oxo-5-propyl octoate

Guidance literature:: Multi-step reaction with 6 steps

1: 89 percent / iPr₂NEt / acetonitrile / 0 °C

2: 100 percent / NaOH / H₂O; methanol; tetrahydrofuran / 1.) 25 deg C, overnight, 2.) reflux, 2 h

3: 87 percent / H₂ / <(R)-BINAP>ruthenium acetate / methanol; tetrahydrofuran / 72 h / 2068.59 Torr

4: 96 percent / SOCl₂ / 25 °C

5: 78 percent / LDA / tetrahydrofuran / -78 - 0 °C

6: 1.) NaH, 2.) n-BuLi / 1.) THF, 45 deg C, 5 h, 2.) 0 deg C, 30 min, 3.) -78 deg C ,18 min; 0 deg C, 25 min

With sodium hydroxide; n-butyllithium; thionyl chloride; hydrogen; sodium hydride; N-ethyl-N,N-diisopropylamine; lithium diisopropyl amide; Ru(OAc)2((R)-BINAP); In tetrahydrofuran; methanol; water; acetonitrile;
DOI:10.1021/jo990278d