tert-butyl (((2S,8R,9R)-14-amino-11-((S)-1-((4-methoxybenzyloxy)prop-2-yl)-2,9-dimethyl-12-oxo-2,3,4,5,6,8,9,10,11,12-ecahydrobenzo[b][1,9,5]dioxaazacyclotetradec-8-yl)methyl)-methyl)carbamate

Base Information

Chemical Name:tert-butyl (((2S,8R,9R)-14-amino-11-((S)-1-((4-methoxybenzyloxy)prop-2-yl)-2,9-dimethyl-12-oxo-2,3,4,5,6,8,9,10,11,12-ecahydrobenzo[b][1,9,5]dioxaazacyclotetradec-8-yl)methyl)-methyl)carbamate
CAS No.:1333331-66-0
Molecular Formula:C₃₅H₅₃N₃O₇
Molecular Weight:627.822
Hs Code.:

tert-butyl (((2S,8R,9R)-14-amino-11-((S)-1-((4-methoxybenzyloxy)prop-2-yl)-2,9-dimethyl-12-oxo-2,3,4,5,6,8,9,10,11,12-ecahydrobenzo[b][1,9,5]dioxaazacyclotetradec-8-yl)methyl)-methyl)carbamate

Synonyms:tert-butyl (((2S,8R,9R)-14-amino-11-((S)-1-((4-methoxybenzyloxy)prop-2-yl)-2,9-dimethyl-12-oxo-2,3,4,5,6,8,9,10,11,12-ecahydrobenzo[b][1,9,5]dioxaazacyclotetradec-8-yl)methyl)-methyl)carbamate

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Chemical Property of tert-butyl (((2S,8R,9R)-14-amino-11-((S)-1-((4-methoxybenzyloxy)prop-2-yl)-2,9-dimethyl-12-oxo-2,3,4,5,6,8,9,10,11,12-ecahydrobenzo[b][1,9,5]dioxaazacyclotetradec-8-yl)methyl)-methyl)carbamate

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Technology Process of tert-butyl (((2S,8R,9R)-14-amino-11-((S)-1-((4-methoxybenzyloxy)prop-2-yl)-2,9-dimethyl-12-oxo-2,3,4,5,6,8,9,10,11,12-ecahydrobenzo[b][1,9,5]dioxaazacyclotetradec-8-yl)methyl)-methyl)carbamate

There total 12 articles about tert-butyl (((2S,8R,9R)-14-amino-11-((S)-1-((4-methoxybenzyloxy)prop-2-yl)-2,9-dimethyl-12-oxo-2,3,4,5,6,8,9,10,11,12-ecahydrobenzo[b][1,9,5]dioxaazacyclotetradec-8-yl)methyl)-methyl)carbamate 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:

: 1333331-64-8
tert-butyl (((2S,8R,9R)-11-((S)-1-((4-methoxybenzyl)oxy)propan-2-yl)-2,9-dimethyl-14-nitro-12-oxo-2,3,6,8,9,10,11,12-octahydrobenzo[b][1,9,5]dioxaazacyclotetradecin-8-yl)methyl)(methyl)carbamate

: 1333331-66-0
tert-butyl (((2S,8R,9R)-14-amino-11-((S)-1-((4-methoxybenzyloxy)prop-2-yl)-2,9-dimethyl-12-oxo-2,3,4,5,6,8,9,10,11,12-ecahydrobenzo[b][1,9,5]dioxaazacyclotetradec-8-yl)methyl)-methyl)carbamate

Guidance literature:: With palladium 10% on activated carbon; hydrogen; In methanol; Inert atmosphere;
DOI:10.1021/jo2011957

Reference yield:

: C₄₀H₆₃N₃O₉Si

: 1333331-66-0
tert-butyl (((2S,8R,9R)-14-amino-11-((S)-1-((4-methoxybenzyloxy)prop-2-yl)-2,9-dimethyl-12-oxo-2,3,4,5,6,8,9,10,11,12-ecahydrobenzo[b][1,9,5]dioxaazacyclotetradec-8-yl)methyl)-methyl)carbamate

Guidance literature:: Multi-step reaction with 4 steps

1: tetrabutyl ammonium fluoride / tetrahydrofuran / 12.05 h / 0 - 25 °C / Inert atmosphere

2: sodium hydride / N,N-dimethyl-formamide; mineral oil / 12 h / 0 - 25 °C / Inert atmosphere

3: Hoveyda-Grubbs (2nd generation) catalyst / toluene / 4 h / 65 °C / Inert atmosphere

4: palladium 10% on activated carbon; hydrogen / methanol / Inert atmosphere

With Hoveyda-Grubbs (2nd generation) catalyst; palladium 10% on activated carbon; tetrabutyl ammonium fluoride; hydrogen; sodium hydride; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; toluene; mineral oil; 3: Ring-closure metathesis;
DOI:10.1021/jo2011957

Reference yield:

: 1333331-55-7
C₃₅H₅₄FN₃O₈Si

: 1333331-66-0
tert-butyl (((2S,8R,9R)-14-amino-11-((S)-1-((4-methoxybenzyloxy)prop-2-yl)-2,9-dimethyl-12-oxo-2,3,4,5,6,8,9,10,11,12-ecahydrobenzo[b][1,9,5]dioxaazacyclotetradec-8-yl)methyl)-methyl)carbamate

Guidance literature:: Multi-step reaction with 5 steps

1.1: sodium hydride / tetrahydrofuran; mineral oil / 0.33 h / 0 °C / Inert atmosphere

1.2: 2.03 h / 0 - 23 °C / Inert atmosphere

2.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 12.05 h / 0 - 25 °C / Inert atmosphere

3.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 12 h / 0 - 25 °C / Inert atmosphere

4.1: Hoveyda-Grubbs (2nd generation) catalyst / toluene / 4 h / 65 °C / Inert atmosphere

5.1: palladium 10% on activated carbon; hydrogen / methanol / Inert atmosphere

With Hoveyda-Grubbs (2nd generation) catalyst; palladium 10% on activated carbon; tetrabutyl ammonium fluoride; hydrogen; sodium hydride; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; toluene; mineral oil; 4.1: Ring-closure metathesis;
DOI:10.1021/jo2011957