methyl (5S,8S,11S)-5-((R)-1-(tert-butoxy)ethyl)-8-(cyclohexylmethyl)-3,6,9-trioxo-11-(((S)-2-oxopyrrolidin-3-yl)methyl)-1-phenyl-2-oxa-4,7,10-triazadodecan-12-oate

Base Information

Chemical Name:methyl (5S,8S,11S)-5-((R)-1-(tert-butoxy)ethyl)-8-(cyclohexylmethyl)-3,6,9-trioxo-11-(((S)-2-oxopyrrolidin-3-yl)methyl)-1-phenyl-2-oxa-4,7,10-triazadodecan-12-oate
CAS No.:898264-61-4
Molecular Formula:C₃₃H₅₀N₄O₈
Molecular Weight:630.782
Hs Code.:

methyl (5S,8S,11S)-5-((R)-1-(tert-butoxy)ethyl)-8-(cyclohexylmethyl)-3,6,9-trioxo-11-(((S)-2-oxopyrrolidin-3-yl)methyl)-1-phenyl-2-oxa-4,7,10-triazadodecan-12-oate

Synonyms:methyl (5S,8S,11S)-5-((R)-1-(tert-butoxy)ethyl)-8-(cyclohexylmethyl)-3,6,9-trioxo-11-(((S)-2-oxopyrrolidin-3-yl)methyl)-1-phenyl-2-oxa-4,7,10-triazadodecan-12-oate

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Chemical Property of methyl (5S,8S,11S)-5-((R)-1-(tert-butoxy)ethyl)-8-(cyclohexylmethyl)-3,6,9-trioxo-11-(((S)-2-oxopyrrolidin-3-yl)methyl)-1-phenyl-2-oxa-4,7,10-triazadodecan-12-oate

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Technology Process of methyl (5S,8S,11S)-5-((R)-1-(tert-butoxy)ethyl)-8-(cyclohexylmethyl)-3,6,9-trioxo-11-(((S)-2-oxopyrrolidin-3-yl)methyl)-1-phenyl-2-oxa-4,7,10-triazadodecan-12-oate

There total 10 articles about methyl (5S,8S,11S)-5-((R)-1-(tert-butoxy)ethyl)-8-(cyclohexylmethyl)-3,6,9-trioxo-11-(((S)-2-oxopyrrolidin-3-yl)methyl)-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: 65.0%

: (S)-1-methoxy-1-oxo-3-((S)-2-oxopyrrolidin-3-yl)propan-2-amine hydrochloride

: (S)-2-((2S,3R)-2-(((benzyloxy)carbonyl)amino)-3-(tert-butoxy)butanamido)-3-cyclohexylpropanoic acid

: 898264-61-4
methyl (5S,8S,11S)-5-((R)-1-(tert-butoxy)ethyl)-8-(cyclohexylmethyl)-3,6,9-trioxo-11-(((S)-2-oxopyrrolidin-3-yl)methyl)-1-phenyl-2-oxa-4,7,10-triazadodecan-12-oate

Guidance literature:: With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 6h;
DOI:10.1002/cmdc.202000924

Reference yield:

: 59279-60-6,130622-05-8,861658-15-3
dimethyl (2S)-2-[(tert-butoxycarbonyl)amino]pentanedioate

: 898264-61-4
methyl (5S,8S,11S)-5-((R)-1-(tert-butoxy)ethyl)-8-(cyclohexylmethyl)-3,6,9-trioxo-11-(((S)-2-oxopyrrolidin-3-yl)methyl)-1-phenyl-2-oxa-4,7,10-triazadodecan-12-oate

Guidance literature:: Multi-step reaction with 7 steps

1.1: LiHMDS / tetrahydrofuran / 1.5 h / -78 °C

1.2: 83 percent / tetrahydrofuran / -78 °C

2.1: H₂ / Pd/C / 2 h / 3620.04 Torr

3.1: 5.55 g / Et₃N / tetrahydrofuran / 60 °C

4.1: HCl / dioxane / 0.5 h / 20 °C

5.1: 0.576 g / EDC; HOBt / CH₂Cl₂ / 2 h / 20 °C

6.1: HCl / dioxane / 0.5 h / 20 °C

7.1: 0.408 g / EDC; HOBt / CH₂Cl₂ / 2 h / 20 °C

With hydrogenchloride; hydrogen; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; lithium hexamethyldisilazane; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; dichloromethane;
DOI:10.1021/jm0603926

Reference yield:

: 328086-57-3
(2S,4S)-2-tert-butoxycarbonylamino-4-cyanomethyl-pentadioic acid dimethyl ester

: 898264-61-4
methyl (5S,8S,11S)-5-((R)-1-(tert-butoxy)ethyl)-8-(cyclohexylmethyl)-3,6,9-trioxo-11-(((S)-2-oxopyrrolidin-3-yl)methyl)-1-phenyl-2-oxa-4,7,10-triazadodecan-12-oate

Guidance literature:: Multi-step reaction with 6 steps

1: H₂ / Pd/C / 2 h / 3620.04 Torr

2: 5.55 g / Et₃N / tetrahydrofuran / 60 °C

3: HCl / dioxane / 0.5 h / 20 °C

4: 0.576 g / EDC; HOBt / CH₂Cl₂ / 2 h / 20 °C

5: HCl / dioxane / 0.5 h / 20 °C

6: 0.408 g / EDC; HOBt / CH₂Cl₂ / 2 h / 20 °C

With hydrogenchloride; hydrogen; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; dichloromethane;
DOI:10.1021/jm0603926