prop-2-en-1-yl (2R)-3-(benzyloxy)-2-[(2-{[(tert-butoxy)carbonyl]amino}-3-methylbutanoyl)amino]butanoate

Base Information

Chemical Name:prop-2-en-1-yl (2R)-3-(benzyloxy)-2-[(2-{[(tert-butoxy)carbonyl]amino}-3-methylbutanoyl)amino]butanoate
CAS No.:1613724-81-4
Molecular Formula:C₂₄H₃₆N₂O₆
Molecular Weight:448.56
Hs Code.:

Synonyms:prop-2-en-1-yl (2R)-3-(benzyloxy)-2-[(2-{[(tert-butoxy)carbonyl]amino}-3-methylbutanoyl)amino]butanoate

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Chemical Property of prop-2-en-1-yl (2R)-3-(benzyloxy)-2-[(2-{[(tert-butoxy)carbonyl]amino}-3-methylbutanoyl)amino]butanoate

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Technology Process of prop-2-en-1-yl (2R)-3-(benzyloxy)-2-[(2-{[(tert-butoxy)carbonyl]amino}-3-methylbutanoyl)amino]butanoate

There total 1 articles about prop-2-en-1-yl (2R)-3-(benzyloxy)-2-[(2-{[(tert-butoxy)carbonyl]amino}-3-methylbutanoyl)amino]butanoate 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: 92.0%

: 13734-41-3
t-Boc-L-valine

: 186504-25-6
C₁₉H₂₇NO₅

: 1613724-81-4
prop-2-en-1-yl (2R)-3-(benzyloxy)-2-[(2-{[(tert-butoxy)carbonyl]amino}-3-methylbutanoyl)amino]butanoate

Guidance literature:: C₁₉H₂₇NO₅; With trifluoroacetic acid; In dichloromethane; at 0 ℃; for 1h; Inert atmosphere;

t-Boc-L-valine; With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 - 20 ℃; for 4.15h; Inert atmosphere;
DOI:10.1002/hlca.201300255

Reference yield: 84.0%

: 1613724-81-4
prop-2-en-1-yl (2R)-3-(benzyloxy)-2-[(2-{[(tert-butoxy)carbonyl]amino}-3-methylbutanoyl)amino]butanoate

: 350817-20-8
(2R,3R,4R,5R)-5-[ ((2S)-3-(benzyloxy)-2-{[(tert-butoxy)carbonyl]amino}propanoyl)oxy]-3-hydroxy-2,4-dimethyloctadecanoic acid

: 1613724-70-1
prop-2-en-1-yl (6S,12R)-18-[(1S)-1-(benzyloxy)ethyl]-6-[ (benzyloxy)methyl]-11-hydroxy-2,2,10,12-tetramethyl-4,7,13,16-tetraoxo-15-(propan-2-yl)-9-tridecyl-3,8-dioxa-5,14,17-triazanonadecan-19-oate

Guidance literature:: prop-2-en-1-yl (2R)-3-(benzyloxy)-2-[(2-{[(tert-butoxy)carbonyl]amino}-3-methylbutanoyl)amino]butanoate; With trifluoroacetic acid; In dichloromethane; at 0 ℃; for 1h; Inert atmosphere;

(2R,3R,4R,5R)-5-[ ((2S)-3-(benzyloxy)-2-{[(tert-butoxy)carbonyl]amino}propanoyl)oxy]-3-hydroxy-2,4-dimethyloctadecanoic acid; With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 - 20 ℃; for 4.15h; Inert atmosphere;
DOI:10.1002/hlca.201300255

Reference yield:

: 1613724-81-4
prop-2-en-1-yl (2R)-3-(benzyloxy)-2-[(2-{[(tert-butoxy)carbonyl]amino}-3-methylbutanoyl)amino]butanoate

: 1613724-82-5
(6S,12R)-18-[(1S)-1-(benzyloxy)ethyl]-6-[(benzyloxy)methyl]-11-hydroxy-2,2,10,12-tetramethyl-4,7,13,16-tetraoxo-15-(propan-2-yl)-9-tridecyl-3,8-dioxa-5,14,17-triazanonadecan-19-oic acid

Guidance literature:: Multi-step reaction with 2 steps

1.1: trifluoroacetic acid / dichloromethane / 1 h / 0 °C / Inert atmosphere

1.2: 4.15 h / 0 - 20 °C / Inert atmosphere

2.1: morpholine; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / tetrahydrofuran / 0.5 h / 25 °C / Inert atmosphere

With morpholine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; trifluoroacetic acid; In tetrahydrofuran; dichloromethane;
DOI:10.1002/hlca.201300255