(2S,3aR,5R,6S,7aS)-1-((S)-2-((S)-2-(benzyloxy)-3-(4-(benzyloxy)phenyl)propanamido)-3-phenylpropanoyl)-2-(4-(tert-butyldiphenylsilyloxy)butylcarbamoyl)-5-hydroxyoctahydro-1H-indol-6-yl acetate

Base Information

Chemical Name:(2S,3aR,5R,6S,7aS)-1-((S)-2-((S)-2-(benzyloxy)-3-(4-(benzyloxy)phenyl)propanamido)-3-phenylpropanoyl)-2-(4-(tert-butyldiphenylsilyloxy)butylcarbamoyl)-5-hydroxyoctahydro-1H-indol-6-yl acetate
CAS No.:1242104-16-0
Molecular Formula:C₆₃H₇₃N₃O₉Si
Molecular Weight:1044.37
Hs Code.:

(2S,3aR,5R,6S,7aS)-1-((S)-2-((S)-2-(benzyloxy)-3-(4-(benzyloxy)phenyl)propanamido)-3-phenylpropanoyl)-2-(4-(tert-butyldiphenylsilyloxy)butylcarbamoyl)-5-hydroxyoctahydro-1H-indol-6-yl acetate

Synonyms:(2S,3aR,5R,6S,7aS)-1-((S)-2-((S)-2-(benzyloxy)-3-(4-(benzyloxy)phenyl)propanamido)-3-phenylpropanoyl)-2-(4-(tert-butyldiphenylsilyloxy)butylcarbamoyl)-5-hydroxyoctahydro-1H-indol-6-yl acetate

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Chemical Property of (2S,3aR,5R,6S,7aS)-1-((S)-2-((S)-2-(benzyloxy)-3-(4-(benzyloxy)phenyl)propanamido)-3-phenylpropanoyl)-2-(4-(tert-butyldiphenylsilyloxy)butylcarbamoyl)-5-hydroxyoctahydro-1H-indol-6-yl acetate

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Technology Process of (2S,3aR,5R,6S,7aS)-1-((S)-2-((S)-2-(benzyloxy)-3-(4-(benzyloxy)phenyl)propanamido)-3-phenylpropanoyl)-2-(4-(tert-butyldiphenylsilyloxy)butylcarbamoyl)-5-hydroxyoctahydro-1H-indol-6-yl acetate

There total 20 articles about (2S,3aR,5R,6S,7aS)-1-((S)-2-((S)-2-(benzyloxy)-3-(4-(benzyloxy)phenyl)propanamido)-3-phenylpropanoyl)-2-(4-(tert-butyldiphenylsilyloxy)butylcarbamoyl)-5-hydroxyoctahydro-1H-indol-6-yl acetate 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:

: 1242104-15-9
(S)-2-((S)-2-(benzyloxy)-3-(4-(benzyloxy)phenyl)propanamido)-3-phenylpropanoic acid

: 1242104-22-8
(2S,3aR,5R,6S,7aS)-2-(4-(tert-butyldiphenylsilyloxy)butylcarbamoyl)-5-hydroxyoctahydro-1H-indol-6-yl acetate

: 1242104-16-0
(2S,3aR,5R,6S,7aS)-1-((S)-2-((S)-2-(benzyloxy)-3-(4-(benzyloxy)phenyl)propanamido)-3-phenylpropanoyl)-2-(4-(tert-butyldiphenylsilyloxy)butylcarbamoyl)-5-hydroxyoctahydro-1H-indol-6-yl acetate

: (2S,3aR,5R,6S,7aS)-1-((R)-2-((S)-2-(benzyloxy)-3-(4-(benzyloxy)phenyl)propanamido)-3-phenylpropanoyl)-2-(4-(tert-butyldiphenylsilyloxy)butylcarbamoyl)-5-hydroxyoctahydro-1H-indol-6-yl acetate

Guidance literature:: With N-ethyl-N,N-diisopropylamine; HATU; In dichloromethane; at 20 ℃; for 12h; optical yield given as %de; Inert atmosphere;
DOI:10.1021/ol1017189

Reference yield:

: 1621925-46-9
C₃₇H₆₀N₂O₅Si₃

: 1242104-16-0
(2S,3aR,5R,6S,7aS)-1-((S)-2-((S)-2-(benzyloxy)-3-(4-(benzyloxy)phenyl)propanamido)-3-phenylpropanoyl)-2-(4-(tert-butyldiphenylsilyloxy)butylcarbamoyl)-5-hydroxyoctahydro-1H-indol-6-yl acetate

Guidance literature:: Multi-step reaction with 2 steps

1: triethylamine; fluorosilicic acid / water; acetonitrile / 12.5 h / 20 - 65 °C

2: HATU; N-ethyl-N,N-diisopropylamine / dichloromethane / 12 h / 20 °C / Inert atmosphere

With fluorosilicic acid; triethylamine; N-ethyl-N,N-diisopropylamine; HATU; In dichloromethane; water; acetonitrile;
DOI:10.1002/chem.201400046

Reference yield:

: 162919-37-1
(S)-3-[4-(benzyloxy)phenyl]-2-hydroxypropanoic acid

: 1242104-16-0
(2S,3aR,5R,6S,7aS)-1-((S)-2-((S)-2-(benzyloxy)-3-(4-(benzyloxy)phenyl)propanamido)-3-phenylpropanoyl)-2-(4-(tert-butyldiphenylsilyloxy)butylcarbamoyl)-5-hydroxyoctahydro-1H-indol-6-yl acetate

Guidance literature:: Multi-step reaction with 6 steps

1.1: dichloromethane; methanol; diethyl ether / 0.25 h / 0 - 20 °C / Inert atmosphere

2.1: sodium hydride / tetrahydrofuran / 0.25 h / 0 °C / Inert atmosphere

2.2: 1.5 h / 20 °C / Inert atmosphere

3.1: methanol; lithium hydroxide monohydrate / tetrahydrofuran; water / 3 h / 20 °C

4.1: triethylamine; dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / dichloromethane / 20 °C / Inert atmosphere

5.1: methanol; lithium hydroxide monohydrate / tetrahydrofuran; water / 0.5 h / 20 °C

6.1: HATU; N-ethyl-N,N-diisopropylamine / dichloromethane / 12 h / 20 °C / Inert atmosphere

With methanol; dmap; lithium hydroxide monohydrate; sodium hydride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; HATU; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water;
DOI:10.1002/chem.201400046