S-2-acetamidoethyl 7-((3S,5S)-3,5-bis(tert-butyldimethylsilyloxy)-6-phenylhexanamido)heptanethioate

Base Information

Chemical Name:S-2-acetamidoethyl 7-((3S,5S)-3,5-bis(tert-butyldimethylsilyloxy)-6-phenylhexanamido)heptanethioate
CAS No.:1374151-73-1
Molecular Formula:C₃₅H₆₄N₂O₅SSi₂
Molecular Weight:681.141
Hs Code.:

Synonyms:S-2-acetamidoethyl 7-((3S,5S)-3,5-bis(tert-butyldimethylsilyloxy)-6-phenylhexanamido)heptanethioate

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Chemical Property of S-2-acetamidoethyl 7-((3S,5S)-3,5-bis(tert-butyldimethylsilyloxy)-6-phenylhexanamido)heptanethioate

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Technology Process of S-2-acetamidoethyl 7-((3S,5S)-3,5-bis(tert-butyldimethylsilyloxy)-6-phenylhexanamido)heptanethioate

There total 10 articles about S-2-acetamidoethyl 7-((3S,5S)-3,5-bis(tert-butyldimethylsilyloxy)-6-phenylhexanamido)heptanethioate 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:

: 1147756-07-7
S-2-acetamidoethyl 7-(tert-butoxycarbonylamino)heptanethioate

: 1374151-73-1
S-2-acetamidoethyl 7-((3S,5S)-3,5-bis(tert-butyldimethylsilyloxy)-6-phenylhexanamido)heptanethioate

Guidance literature:: Multi-step reaction with 2 steps

1.1: hydrogenchloride / 1,4-dioxane / 0.75 h / 20 °C / Inert atmosphere

2.1: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 0.08 h / Inert atmosphere

2.2: Inert atmosphere

With hydrogenchloride; dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In 1,4-dioxane; dichloromethane;
DOI:10.1021/ol300707j

Reference yield:

: 1374151-72-0
(4R,6S)-6-(tert-butyldimethylsilyloxy)-7-phenylhept-1-en-4-ol

: 1374151-73-1
S-2-acetamidoethyl 7-((3S,5S)-3,5-bis(tert-butyldimethylsilyloxy)-6-phenylhexanamido)heptanethioate

Guidance literature:: Multi-step reaction with 3 steps

1.1: 2,6-dimethylpyridine / dichloromethane / Inert atmosphere; Cooling with ice

2.1: sodium periodate; potassium permanganate / tert-butyl alcohol / 20 °C / pH 7 / Inert atmosphere; aq. phosphate buffer

3.1: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 0.08 h / Inert atmosphere

3.2: Inert atmosphere

With 2,6-dimethylpyridine; dmap; potassium permanganate; sodium periodate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; tert-butyl alcohol;
DOI:10.1021/ol300707j

Reference yield:

: 1374151-55-9
tert-butyldimethyl((S)-1-((S)-oxiran-2-yl)-3-phenylpropan-2-yloxy)silane

: 1374151-73-1
S-2-acetamidoethyl 7-((3S,5S)-3,5-bis(tert-butyldimethylsilyloxy)-6-phenylhexanamido)heptanethioate

Guidance literature:: Multi-step reaction with 4 steps

1.1: copper(l) iodide / tetrahydrofuran / 0.33 h / -78 °C / Inert atmosphere

1.2: -78 - 20 °C / Inert atmosphere

2.1: 2,6-dimethylpyridine / dichloromethane / Inert atmosphere; Cooling with ice

3.1: sodium periodate; potassium permanganate / tert-butyl alcohol / 20 °C / pH 7 / Inert atmosphere; aq. phosphate buffer

4.1: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 0.08 h / Inert atmosphere

4.2: Inert atmosphere

With 2,6-dimethylpyridine; dmap; potassium permanganate; sodium periodate; copper(l) iodide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; dichloromethane; tert-butyl alcohol;
DOI:10.1021/ol300707j