(2S,5S,8S)-2,8-dibenzyl-5-isopropyl-1,2,3,4,5,6,7,8,9,10-decahydrobenzo[b][1,4,7,10]tetraazacyclododecine

Base Information

Chemical Name:(2S,5S,8S)-2,8-dibenzyl-5-isopropyl-1,2,3,4,5,6,7,8,9,10-decahydrobenzo[b][1,4,7,10]tetraazacyclododecine
CAS No.:1360632-32-1
Molecular Formula:C₂₉H₃₈N₄
Molecular Weight:442.648
Hs Code.:

Synonyms:(2S,5S,8S)-2,8-dibenzyl-5-isopropyl-1,2,3,4,5,6,7,8,9,10-decahydrobenzo[b][1,4,7,10]tetraazacyclododecine

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Chemical Property of (2S,5S,8S)-2,8-dibenzyl-5-isopropyl-1,2,3,4,5,6,7,8,9,10-decahydrobenzo[b][1,4,7,10]tetraazacyclododecine

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Technology Process of (2S,5S,8S)-2,8-dibenzyl-5-isopropyl-1,2,3,4,5,6,7,8,9,10-decahydrobenzo[b][1,4,7,10]tetraazacyclododecine

There total 13 articles about (2S,5S,8S)-2,8-dibenzyl-5-isopropyl-1,2,3,4,5,6,7,8,9,10-decahydrobenzo[b][1,4,7,10]tetraazacyclododecine 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: 66.0%

: 1360632-30-9
(3S,6S,9S)-3,9-dibenzyl-6-isopropyl-1,4,7-tritosyl-1,2,3,4,5,6,7,8,9,10-decahydrobenzo[b][1,4,7,10]tetraazacyclododecine

: 1360632-32-1
(2S,5S,8S)-2,8-dibenzyl-5-isopropyl-1,2,3,4,5,6,7,8,9,10-decahydrobenzo[b][1,4,7,10]tetraazacyclododecine

Guidance literature:: With naphthalene; sodium; In tetrahydrofuran; at -78 ℃; for 0.166667h;
DOI:10.1039/c1ob06304a

Reference yield:

: 952060-26-3
N-(2-nitrophenyl)-phenylalanine

: 1360632-32-1
(2S,5S,8S)-2,8-dibenzyl-5-isopropyl-1,2,3,4,5,6,7,8,9,10-decahydrobenzo[b][1,4,7,10]tetraazacyclododecine

Guidance literature:: Multi-step reaction with 11 steps

1: thionyl chloride / 0 °C

2: lithium aluminium tetrahydride / tetrahydrofuran / 0.08 h / 0 - 20 °C

3: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / 1 h / 0 °C / Inert atmosphere

4: palladium 10% on activated carbon; hydrogen / methanol / 1 h / 2585.81 Torr / Inert atmosphere

5: pyridine / 12 h / 0 °C

6: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / 1 h / 0 °C / Inert atmosphere

7: thionyl chloride / methanol / 0.08 h / 20 °C

8: pyridine / 12 h / 0 °C

9: lithium aluminium tetrahydride / tetrahydrofuran / 0.5 h / 20 °C

10: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / 1 h / 0 °C / Inert atmosphere

11: naphthalene; sodium / tetrahydrofuran / 0.17 h / -78 °C

With pyridine; lithium aluminium tetrahydride; thionyl chloride; naphthalene; palladium 10% on activated carbon; hydrogen; sodium; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; methanol; 3: Mitsunobu reaction / 6: Mitsunobu reaction / 10: Mitsunobu reaction;
DOI:10.1039/c1ob06304a

Reference yield:

: 1132769-58-4
(2S)-2-(2-nitrophenylamino)-3-phenylpropionic acid methyl ester

: 1360632-32-1
(2S,5S,8S)-2,8-dibenzyl-5-isopropyl-1,2,3,4,5,6,7,8,9,10-decahydrobenzo[b][1,4,7,10]tetraazacyclododecine

Guidance literature:: Multi-step reaction with 10 steps

1: lithium aluminium tetrahydride / tetrahydrofuran / 0.08 h / 0 - 20 °C

2: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / 1 h / 0 °C / Inert atmosphere

3: palladium 10% on activated carbon; hydrogen / methanol / 1 h / 2585.81 Torr / Inert atmosphere

4: pyridine / 12 h / 0 °C

5: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / 1 h / 0 °C / Inert atmosphere

6: thionyl chloride / methanol / 0.08 h / 20 °C

7: pyridine / 12 h / 0 °C

8: lithium aluminium tetrahydride / tetrahydrofuran / 0.5 h / 20 °C

9: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / 1 h / 0 °C / Inert atmosphere

10: naphthalene; sodium / tetrahydrofuran / 0.17 h / -78 °C

With pyridine; lithium aluminium tetrahydride; thionyl chloride; naphthalene; palladium 10% on activated carbon; hydrogen; sodium; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; methanol; 2: Mitsunobu reaction / 5: Mitsunobu reaction / 9: Mitsunobu reaction;
DOI:10.1039/c1ob06304a