methyl (5S,8R,11S)-11-sec-butyl-8-((S)-hydroxy(phenyl)methyl)-5-isobutyl-3,6,9-trioxo-1-phenyl-2-oxa-4,7,10-triazadodecan-12-oate

Base Information

Chemical Name:methyl (5S,8R,11S)-11-sec-butyl-8-((S)-hydroxy(phenyl)methyl)-5-isobutyl-3,6,9-trioxo-1-phenyl-2-oxa-4,7,10-triazadodecan-12-oate
CAS No.:193885-15-3
Molecular Formula:C₃₀H₄₁N₃O₇
Molecular Weight:555.671
Hs Code.:

Synonyms:methyl (5S,8R,11S)-11-sec-butyl-8-((S)-hydroxy(phenyl)methyl)-5-isobutyl-3,6,9-trioxo-1-phenyl-2-oxa-4,7,10-triazadodecan-12-oate

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Chemical Property of methyl (5S,8R,11S)-11-sec-butyl-8-((S)-hydroxy(phenyl)methyl)-5-isobutyl-3,6,9-trioxo-1-phenyl-2-oxa-4,7,10-triazadodecan-12-oate

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Technology Process of methyl (5S,8R,11S)-11-sec-butyl-8-((S)-hydroxy(phenyl)methyl)-5-isobutyl-3,6,9-trioxo-1-phenyl-2-oxa-4,7,10-triazadodecan-12-oate

There total 4 articles about methyl (5S,8R,11S)-11-sec-butyl-8-((S)-hydroxy(phenyl)methyl)-5-isobutyl-3,6,9-trioxo-1-phenyl-2-oxa-4,7,10-triazadodecan-12-oate 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: 53.0%

: 2577-46-0
L-isoleucine methyl ester

: N-benzyloxycarbonyl-(S)-leucyl-(u)-3-phenylserine

: 193885-21-1
methyl (5S,8S,11S)-11-sec-butyl-8-((R)-hydroxy(phenyl)methyl)-5-isobutyl-3,6,9-trioxo-1-phenyl-2-oxa-4,7,10-triazadodecan-12-oate

: 193885-15-3
methyl (5S,8R,11S)-11-sec-butyl-8-((S)-hydroxy(phenyl)methyl)-5-isobutyl-3,6,9-trioxo-1-phenyl-2-oxa-4,7,10-triazadodecan-12-oate

Guidance literature:: With 4-methyl-morpholine; benzotriazol-1-ol; dicyclohexyl-carbodiimide; In tetrahydrofuran; at 0 - 20 ℃; for 1.5h;
DOI:10.1021/np400313w

Reference yield:

: N-benzyloxycarbonyl-(S)-leucyl-(u)-3-phenylserine methyl ester

: 193885-15-3
methyl (5S,8R,11S)-11-sec-butyl-8-((S)-hydroxy(phenyl)methyl)-5-isobutyl-3,6,9-trioxo-1-phenyl-2-oxa-4,7,10-triazadodecan-12-oate

Guidance literature:: Multi-step reaction with 2 steps

1: 66 percent / 1 N NaOH / methanol / Ambient temperature

2: DCC, HOBt, N-methylmorpholine / tetrahydrofuran

With 4-methyl-morpholine; sodium hydroxide; benzotriazol-1-ol; dicyclohexyl-carbodiimide; In tetrahydrofuran; methanol;
DOI:10.1002/prac.19973390183

Reference yield:

: 2018-66-8
Z-Leu-OH

: 193885-15-3
methyl (5S,8R,11S)-11-sec-butyl-8-((S)-hydroxy(phenyl)methyl)-5-isobutyl-3,6,9-trioxo-1-phenyl-2-oxa-4,7,10-triazadodecan-12-oate

Guidance literature:: Multi-step reaction with 3 steps

1: 37 percent / DCC

2: 66 percent / 1 N NaOH / methanol / Ambient temperature

3: DCC, HOBt, N-methylmorpholine / tetrahydrofuran

With 4-methyl-morpholine; sodium hydroxide; benzotriazol-1-ol; dicyclohexyl-carbodiimide; In tetrahydrofuran; methanol;
DOI:10.1002/prac.19973390183