9-Allyl 1-methyl (7S)-7-(tert-butoxycarbonylamino)-6-oxo-5-aza-1⁽¹⁾,3(1,4)-dibenzenanonaphane-1⁴,9-dicarboxylate

Base Information

• Chemical Name: 9-Allyl 1-methyl (7S)-7-(tert-butoxycarbonylamino)-6-oxo-5-aza-1⁽¹⁾,3(1,4)-dibenzenanonaphane-1⁴,9-dicarboxylate
• CAS No.: 276241-95-3
• Molecular Formula: C₂₉H₃₆N₂O₇
• Molecular Weight: 524.614
• Mol file: 276241-95-3.mol

Synonyms:9-Allyl 1-methyl (7S)-7-(tert-butoxycarbonylamino)-6-oxo-5-aza-1⁽¹⁾,3(1,4)-dibenzenanonaphane-1⁴,9-dicarboxylate

Chemical Property of 9-Allyl 1-methyl (7S)-7-(tert-butoxycarbonylamino)-6-oxo-5-aza-1⁽¹⁾,3(1,4)-dibenzenanonaphane-1⁴,9-dicarboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 9-Allyl 1-methyl (7S)-7-(tert-butoxycarbonylamino)-6-oxo-5-aza-1⁽¹⁾,3(1,4)-dibenzenanonaphane-1⁴,9-dicarboxylate

There total 1 articles about 9-Allyl 1-methyl (7S)-7-(tert-butoxycarbonylamino)-6-oxo-5-aza-1⁽¹⁾,3(1,4)-dibenzenanonaphane-1⁴,9-dicarboxylate 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: 67.0%

N-α-(t-butoxycarbonyl)-L-glutamic γ-allyl ester (132286-79-4,259221-91-5) + 4-(4-Aminomethyl-benzyl)-benzoic acid methyl ester; hydrochloride → 9-Allyl 1-methyl (7S)-7-(tert-butoxycarbonylamino)-6-oxo-5-aza-1(1),3(1,4)-dibenzenanonaphane-14,9-dicarboxylate (276241-95-3)

Guidance literature:

With benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; In N,N-dimethyl-formamide; at 20 ℃; for 24h;

DOI:10.1039/a908090b

Reference yield: 95.0%

9-Allyl 1-methyl (7S)-7-(tert-butoxycarbonylamino)-6-oxo-5-aza-1(1),3(1,4)-dibenzenanonaphane-14,9-dicarboxylate (276241-95-3) → (7S)-14-Methoxycarbonyl-7-tert-butoxycarbonylamino-6-oxo-5-aza-1(1),3(1,4)-dibenzenanonaphane-9-carboxylic acid (276241-96-4)

Guidance literature:

With pyrrolidine; triphenylphosphine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In dichloromethane; for 0.5h;

DOI:10.1039/a908090b

Reference yield:

9-Allyl 1-methyl (7S)-7-(tert-butoxycarbonylamino)-6-oxo-5-aza-1(1),3(1,4)-dibenzenanonaphane-14,9-dicarboxylate (276241-95-3) → (7S,12S,18S,23S)-Dimethyl 12,18-dibenzyl-7,23-bis(tert-butoxycarbonylamino)-6,10,13,17,20,24-hexaoxo-5,11,14,16,19,25-hexaaza-15(2,6)-pyridina-1,29(1),3,27(1,4)-tetrabenzenanonacosaphane-14,294-dicarboxylate (276241-97-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / pyrrolidine; PPh₃ / Pd(PPh₃)4 / CH₂Cl₂ / 0.5 h

2: 71 percent / ethyl diisopropyl amine; PyBOP / dimethylformamide / 18 h / 50 °C

With pyrrolidine; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; triphenylphosphine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In dichloromethane; N,N-dimethyl-formamide; 1: dealkylation / 2: Acylation;

DOI:10.1039/a908090b

upstream raw materials:

N-α-(t-butoxycarbonyl)-L-glutamic γ-allyl ester

Downstream raw materials:

(7S)-1⁴-Methoxycarbonyl-7-tert-butoxycarbonylamino-6-oxo-5-aza-1⁽¹⁾,3(1,4)-dibenzenanonaphane-9-carboxylic acid

(7S,12S,18S,23S)-Dimethyl 12,18-dibenzyl-7,23-bis(tert-butoxycarbonylamino)-6,10,13,17,20,24-hexaoxo-5,11,14,16,19,25-hexaaza-15(2,6)-pyridina-1,29⁽¹⁾,3,27(1,4)-tetrabenzenanonacosaphane-1⁴,29⁴-dicarboxylate