N-acetyl-glycyl-(2S,3aR,5R,6S,7R,7aS)-6,7-di-O-benzyl-N'-methyl-octahydro-5-(phenylmethyloxymethyl)-pyrano[3,2-b]pyrrole-2-carboxamide

Base Information

Chemical Name:N-acetyl-glycyl-(2S,3aR,5R,6S,7R,7aS)-6,7-di-O-benzyl-N'-methyl-octahydro-5-(phenylmethyloxymethyl)-pyrano[3,2-b]pyrrole-2-carboxamide
CAS No.:944727-66-6
Molecular Formula:C₃₅H₄₁N₃O₇
Molecular Weight:615.726
Hs Code.:

Synonyms:N-acetyl-glycyl-(2S,3aR,5R,6S,7R,7aS)-6,7-di-O-benzyl-N'-methyl-octahydro-5-(phenylmethyloxymethyl)-pyrano[3,2-b]pyrrole-2-carboxamide

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Chemical Property of N-acetyl-glycyl-(2S,3aR,5R,6S,7R,7aS)-6,7-di-O-benzyl-N'-methyl-octahydro-5-(phenylmethyloxymethyl)-pyrano[3,2-b]pyrrole-2-carboxamide

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Technology Process of N-acetyl-glycyl-(2S,3aR,5R,6S,7R,7aS)-6,7-di-O-benzyl-N'-methyl-octahydro-5-(phenylmethyloxymethyl)-pyrano[3,2-b]pyrrole-2-carboxamide

There total 12 articles about N-acetyl-glycyl-(2S,3aR,5R,6S,7R,7aS)-6,7-di-O-benzyl-N'-methyl-octahydro-5-(phenylmethyloxymethyl)-pyrano[3,2-b]pyrrole-2-carboxamide 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:

: 1011232-09-9
C₃₃H₃₉N₃O₆

: 108-24-7
acetic anhydride

: 944727-66-6
N-acetyl-glycyl-(2S,3aR,5R,6S,7R,7aS)-6,7-di-O-benzyl-N'-methyl-octahydro-5-(phenylmethyloxymethyl)-pyrano[3,2-b]pyrrole-2-carboxamide

Guidance literature:: With pyridine; at 20 ℃; for 15h;
DOI:10.1021/jo0700833

Reference yield:

: 944727-61-1
(2S,3aR,5R,6S,7R,7aS)-1-(tert-butyloxycarbonyl)-6,7-di-O-benzyl-N'-methyl-octahydro-5-(phenylmethyloxymethyl)-pyrano[3,2-b]pyrrole-2-carboxamide

: 944727-66-6
N-acetyl-glycyl-(2S,3aR,5R,6S,7R,7aS)-6,7-di-O-benzyl-N'-methyl-octahydro-5-(phenylmethyloxymethyl)-pyrano[3,2-b]pyrrole-2-carboxamide

Guidance literature:: Multi-step reaction with 4 steps

1: 93.1 percent / trifluoroacetic acid / CH₂Cl₂ / 1 h / 0 °C

2: 53 percent / PyBOP; ethyldiisopropylamine / dimethylformamide / 0 - 20 °C

3: piperidine / CH₂Cl₂ / 1 h / 0 °C

4: 0.059 g / pyridine / 15 h / 20 °C

With piperidine; pyridine; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo0700833

Reference yield:

: 944727-62-2
(2S,3aR,5R,6S,7R,7aS)-6,7-di-O-benzyl-N'-methyl-octahydro-5-(phenylmethyloxymethyl)-pyrano[3,2-b]pyrrole-2-carboxamide

: 944727-66-6
N-acetyl-glycyl-(2S,3aR,5R,6S,7R,7aS)-6,7-di-O-benzyl-N'-methyl-octahydro-5-(phenylmethyloxymethyl)-pyrano[3,2-b]pyrrole-2-carboxamide

Guidance literature:: Multi-step reaction with 3 steps

1: 53 percent / PyBOP; ethyldiisopropylamine / dimethylformamide / 0 - 20 °C

2: piperidine / CH₂Cl₂ / 1 h / 0 °C

3: 0.059 g / pyridine / 15 h / 20 °C

With piperidine; pyridine; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo0700833