tert-butoxycarbonylamino-acetic acid 4-{3-[3-isobutyl-10-(4-methoxy-benzyl)-2,5,9,12-tetraoxo-1-oxa-4,8,11-triaza-cyclohexadec-13-en-16-yl]-but-1-enyl}-benzyl ester

Base Information

Chemical Name:tert-butoxycarbonylamino-acetic acid 4-{3-[3-isobutyl-10-(4-methoxy-benzyl)-2,5,9,12-tetraoxo-1-oxa-4,8,11-triaza-cyclohexadec-13-en-16-yl]-but-1-enyl}-benzyl ester
CAS No.:916452-55-6
Molecular Formula:C₄₂H₅₆N₄O₁₀
Molecular Weight:776.927
Hs Code.:

<i>tert</i>-butoxycarbonylamino-acetic acid 4-{3-[3-isobutyl-10-(4-methoxy-benzyl)-2,5,9,12-tetraoxo-1-oxa-4,8,11-triaza-cyclohexadec-13-en-16-yl]-but-1-enyl}-benzyl ester

Synonyms:tert-butoxycarbonylamino-acetic acid 4-{3-[3-isobutyl-10-(4-methoxy-benzyl)-2,5,9,12-tetraoxo-1-oxa-4,8,11-triaza-cyclohexadec-13-en-16-yl]-but-1-enyl}-benzyl ester

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Chemical Property of tert-butoxycarbonylamino-acetic acid 4-{3-[3-isobutyl-10-(4-methoxy-benzyl)-2,5,9,12-tetraoxo-1-oxa-4,8,11-triaza-cyclohexadec-13-en-16-yl]-but-1-enyl}-benzyl ester

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Technology Process of tert-butoxycarbonylamino-acetic acid 4-{3-[3-isobutyl-10-(4-methoxy-benzyl)-2,5,9,12-tetraoxo-1-oxa-4,8,11-triaza-cyclohexadec-13-en-16-yl]-but-1-enyl}-benzyl ester

There total 4 articles about tert-butoxycarbonylamino-acetic acid 4-{3-[3-isobutyl-10-(4-methoxy-benzyl)-2,5,9,12-tetraoxo-1-oxa-4,8,11-triaza-cyclohexadec-13-en-16-yl]-but-1-enyl}-benzyl ester 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: 100.0%

: 916452-54-5
(3S,10R,16S)-16-{(1R)-3-[4-(hydroxymethyl)phenyl]-1-methylallyl}-3-isobutyl-10-(4-methoxybenzyl)-1-oxa-4,8,11-triazacyclohexadec-13-ene-2,5,9,12-tetraone

: 4530-20-5
BOC-glycine

: 916452-55-6
tert-butoxycarbonylamino-acetic acid 4-{3-[3-isobutyl-10-(4-methoxy-benzyl)-2,5,9,12-tetraoxo-1-oxa-4,8,11-triaza-cyclohexadec-13-en-16-yl]-but-1-enyl}-benzyl ester

Guidance literature:: With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃; for 3h;
DOI:10.1016/j.bmc.2006.07.019

Reference yield:

: 916452-44-3
(3S,10R,16S)-3-isobutyl-10-(4-methoxybenzyl)-16-[(1R)-1-methylallyl]-1-oxa-4,8,11-triazacyclohexadec-13-ene-2,5,9,12-tetraone

: 916452-55-6
tert-butoxycarbonylamino-acetic acid 4-{3-[3-isobutyl-10-(4-methoxy-benzyl)-2,5,9,12-tetraoxo-1-oxa-4,8,11-triaza-cyclohexadec-13-en-16-yl]-but-1-enyl}-benzyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 54 percent / PPh₃; tetra-n-butylammonium chloride; NaHCO₃ / Pd(OAc)2 / dimethylformamide; H₂O / 40 h / 80 °C

2: 72 percent / aq. HCl / methanol / 3 h / 0 °C

3: 100 percent / 4-(dimethylamino)pyridine; 1,3-dicyclohexylcarbodiimide / CH₂Cl₂ / 3 h / 20 °C

With hydrogenchloride; dmap; tetrabutyl-ammonium chloride; sodium hydrogencarbonate; dicyclohexyl-carbodiimide; triphenylphosphine; palladium diacetate; In methanol; dichloromethane; water; N,N-dimethyl-formamide; 1: Heck reaction;
DOI:10.1016/j.bmc.2006.07.019

Reference yield:

: 2-amino-4-methyl-pentanoic acid 1-{3-[1-(2-carboxy-ethylcarbamoyl)-2-(4-methoxy-phenyl)-ethylcarbamoyl]-allyl}-2-methyl-but-3-enyl ester; hydrochloride

: 916452-55-6
tert-butoxycarbonylamino-acetic acid 4-{3-[3-isobutyl-10-(4-methoxy-benzyl)-2,5,9,12-tetraoxo-1-oxa-4,8,11-triaza-cyclohexadec-13-en-16-yl]-but-1-enyl}-benzyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 10 mg / diphenylphosphoryl azide; NaHCO₃ / dimethylformamide / 10 h / 0 °C

2: 54 percent / PPh₃; tetra-n-butylammonium chloride; NaHCO₃ / Pd(OAc)2 / dimethylformamide; H₂O / 40 h / 80 °C

3: 72 percent / aq. HCl / methanol / 3 h / 0 °C

4: 100 percent / 4-(dimethylamino)pyridine; 1,3-dicyclohexylcarbodiimide / CH₂Cl₂ / 3 h / 20 °C

With hydrogenchloride; dmap; diphenylphosphoranyl azide; tetrabutyl-ammonium chloride; sodium hydrogencarbonate; dicyclohexyl-carbodiimide; triphenylphosphine; palladium diacetate; In methanol; dichloromethane; water; N,N-dimethyl-formamide; 2: Heck reaction;
DOI:10.1016/j.bmc.2006.07.019