tert-butyl (2S,3R)-2-(3-hydroxypropyl)-5-methyl-3-[({(1S)-1-[(methylamino)carbonyl]-5-[(phenylsulfonyl)amino]pentyl}amino)carbonyl]hexanoate

Base Information

Chemical Name:tert-butyl (2S,3R)-2-(3-hydroxypropyl)-5-methyl-3-[({(1S)-1-[(methylamino)carbonyl]-5-[(phenylsulfonyl)amino]pentyl}amino)carbonyl]hexanoate
CAS No.:191407-99-5
Molecular Formula:C₂₈H₄₇N₃O₇S
Molecular Weight:569.763
Hs Code.:

Synonyms:tert-butyl (2S,3R)-2-(3-hydroxypropyl)-5-methyl-3-[({(1S)-1-[(methylamino)carbonyl]-5-[(phenylsulfonyl)amino]pentyl}amino)carbonyl]hexanoate

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Chemical Property of tert-butyl (2S,3R)-2-(3-hydroxypropyl)-5-methyl-3-[({(1S)-1-[(methylamino)carbonyl]-5-[(phenylsulfonyl)amino]pentyl}amino)carbonyl]hexanoate

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Technology Process of tert-butyl (2S,3R)-2-(3-hydroxypropyl)-5-methyl-3-[({(1S)-1-[(methylamino)carbonyl]-5-[(phenylsulfonyl)amino]pentyl}amino)carbonyl]hexanoate

There total 3 articles about tert-butyl (2S,3R)-2-(3-hydroxypropyl)-5-methyl-3-[({(1S)-1-[(methylamino)carbonyl]-5-[(phenylsulfonyl)amino]pentyl}amino)carbonyl]hexanoate 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:

: 191406-75-4
4-benzyl 1-tert-butyl (2S,3R)-2-(3-hydroxypropyl)-3-isobutylbutanedioate

: 191407-99-5
tert-butyl (2S,3R)-2-(3-hydroxypropyl)-5-methyl-3-[({(1S)-1-[(methylamino)carbonyl]-5-[(phenylsulfonyl)amino]pentyl}amino)carbonyl]hexanoate

Guidance literature:: Multi-step reaction with 2 steps

1: H₂ / Pd/C / methanol / 3 h

2: 90 percent / BOP; DIEA / dimethylformamide

With hydrogen; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In methanol; N,N-dimethyl-formamide;
DOI:10.1021/jm010127e

Reference yield:

: 191406-74-3
(2R,3S)-3-(tert-butoxycarbonyl)-2-isobutylhex-5-enoic acid benzyl ester

: 191407-99-5
tert-butyl (2S,3R)-2-(3-hydroxypropyl)-5-methyl-3-[({(1S)-1-[(methylamino)carbonyl]-5-[(phenylsulfonyl)amino]pentyl}amino)carbonyl]hexanoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: 9-BBN / tetrahydrofuran / 12 h / 20 °C

1.2: 64 percent / aq. H₂O₂; AcONa / tetrahydrofuran / 0.33 h / 0 °C

2.1: H₂ / Pd/C / methanol / 3 h

3.1: 90 percent / BOP; DIEA / dimethylformamide

With 9-borabicyclo[3.3.1]nonane dimer; hydrogen; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;
DOI:10.1021/jm010127e

Reference yield:

: 184489-29-0
(2R)-3-(tert-butoxycarbonyl)-2-isobutyl-5-hexenoic acid

: 191407-99-5
tert-butyl (2S,3R)-2-(3-hydroxypropyl)-5-methyl-3-[({(1S)-1-[(methylamino)carbonyl]-5-[(phenylsulfonyl)amino]pentyl}amino)carbonyl]hexanoate

Guidance literature:: Multi-step reaction with 4 steps

1.1: 62 percent / DBU / benzene / 4 h / Heating

2.1: 9-BBN / tetrahydrofuran / 12 h / 20 °C

2.2: 64 percent / aq. H₂O₂; AcONa / tetrahydrofuran / 0.33 h / 0 °C

3.1: H₂ / Pd/C / methanol / 3 h

4.1: 90 percent / BOP; DIEA / dimethylformamide

With 9-borabicyclo[3.3.1]nonane dimer; hydrogen; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; 1,8-diazabicyclo[5.4.0]undec-7-ene; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; benzene;
DOI:10.1021/jm010127e