(2S,3R,6S)-10-Acetyl-2-hydroxymethyl-12-methyl-4-oxo-3-(3-phenyl-propyl)-1-oxa-5,10-diaza-cyclotridecane-6-carboxylic acid methylamide

Base Information

Chemical Name:(2S,3R,6S)-10-Acetyl-2-hydroxymethyl-12-methyl-4-oxo-3-(3-phenyl-propyl)-1-oxa-5,10-diaza-cyclotridecane-6-carboxylic acid methylamide
CAS No.:191408-43-2
Molecular Formula:C₂₅H₃₉N₃O₅
Molecular Weight:461.602
Hs Code.:

Synonyms:(2S,3R,6S)-10-Acetyl-2-hydroxymethyl-12-methyl-4-oxo-3-(3-phenyl-propyl)-1-oxa-5,10-diaza-cyclotridecane-6-carboxylic acid methylamide

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Chemical Property of (2S,3R,6S)-10-Acetyl-2-hydroxymethyl-12-methyl-4-oxo-3-(3-phenyl-propyl)-1-oxa-5,10-diaza-cyclotridecane-6-carboxylic acid methylamide

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Technology Process of (2S,3R,6S)-10-Acetyl-2-hydroxymethyl-12-methyl-4-oxo-3-(3-phenyl-propyl)-1-oxa-5,10-diaza-cyclotridecane-6-carboxylic acid methylamide

There total 9 articles about (2S,3R,6S)-10-Acetyl-2-hydroxymethyl-12-methyl-4-oxo-3-(3-phenyl-propyl)-1-oxa-5,10-diaza-cyclotridecane-6-carboxylic acid methylamide 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: 85.0%

: 191408-42-1
(2S,3R,6S)-10-Acetyl-2-benzyloxymethyl-12-methylene-4-oxo-3-((E)-3-phenyl-allyl)-1-oxa-5,10-diaza-cyclotridecane-6-carboxylic acid methylamide

: 191408-43-2
(2S,3R,6S)-10-Acetyl-2-hydroxymethyl-12-methyl-4-oxo-3-(3-phenyl-propyl)-1-oxa-5,10-diaza-cyclotridecane-6-carboxylic acid methylamide

Guidance literature:: With hydrogen; palladium dihydroxide; In methanol;
DOI:10.1016/S0960-894X(99)00215-2

Reference yield:

: 82859-39-0
trans-cinnamyl iodide

: 191408-43-2
(2S,3R,6S)-10-Acetyl-2-hydroxymethyl-12-methyl-4-oxo-3-(3-phenyl-propyl)-1-oxa-5,10-diaza-cyclotridecane-6-carboxylic acid methylamide

Guidance literature:: Multi-step reaction with 7 steps

1: 1.) LDA, 2.) TMEDA / 1.) THF, from -45 to -20 deg C, 1.5 h, 2.) THF, from -45 to -20 deg C, 3 h

2: aq. NaOH / methanol

3: BOP, i-Pr₂NEt / dimethylformamide

4: 67 percent / NaH / dimethylformamide / 0 °C

5: 100 percent / HCl / dioxane

6: 1.) DBU / 1.) DMF, 2.) DMF

7: 85 percent / H₂ / Pd(OH)2/C / methanol

With hydrogenchloride; sodium hydroxide; N,N,N,N,-tetramethylethylenediamine; hydrogen; sodium hydride; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; 1,8-diazabicyclo[5.4.0]undec-7-ene; N-ethyl-N,N-diisopropylamine; lithium diisopropyl amide; palladium dihydroxide; In 1,4-dioxane; methanol; N,N-dimethyl-formamide;
DOI:10.1016/S0960-894X(99)00215-2

Reference yield:

: 178932-85-9
N-δ-tert-butoxycarbonyl-L-ornithine methyl amide

: 191408-43-2
(2S,3R,6S)-10-Acetyl-2-hydroxymethyl-12-methyl-4-oxo-3-(3-phenyl-propyl)-1-oxa-5,10-diaza-cyclotridecane-6-carboxylic acid methylamide

Guidance literature:: Multi-step reaction with 5 steps

1: BOP, i-Pr₂NEt / dimethylformamide

2: 67 percent / NaH / dimethylformamide / 0 °C

3: 100 percent / HCl / dioxane

4: 1.) DBU / 1.) DMF, 2.) DMF

5: 85 percent / H₂ / Pd(OH)2/C / methanol

With hydrogenchloride; hydrogen; sodium hydride; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; 1,8-diazabicyclo[5.4.0]undec-7-ene; N-ethyl-N,N-diisopropylamine; palladium dihydroxide; In 1,4-dioxane; methanol; N,N-dimethyl-formamide;
DOI:10.1016/S0960-894X(99)00215-2