prop-2-enyl N-[N-(9H-fluoren-9-ylmethoxycarbonyl)-O-triisopropylsilyl-L-serinyl]-O-tert-butyldimethylsilyl-Lthreoninate

Base Information

Chemical Name:prop-2-enyl N-[N-(9H-fluoren-9-ylmethoxycarbonyl)-O-triisopropylsilyl-L-serinyl]-O-tert-butyldimethylsilyl-Lthreoninate
CAS No.:1439922-39-0
Molecular Formula:C₄₀H₆₂N₂O₇Si₂
Molecular Weight:739.112
Hs Code.:

Synonyms:prop-2-enyl N-[N-(9H-fluoren-9-ylmethoxycarbonyl)-O-triisopropylsilyl-L-serinyl]-O-tert-butyldimethylsilyl-Lthreoninate

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Chemical Property of prop-2-enyl N-[N-(9H-fluoren-9-ylmethoxycarbonyl)-O-triisopropylsilyl-L-serinyl]-O-tert-butyldimethylsilyl-Lthreoninate

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Technology Process of prop-2-enyl N-[N-(9H-fluoren-9-ylmethoxycarbonyl)-O-triisopropylsilyl-L-serinyl]-O-tert-butyldimethylsilyl-Lthreoninate

There total 3 articles about prop-2-enyl N-[N-(9H-fluoren-9-ylmethoxycarbonyl)-O-triisopropylsilyl-L-serinyl]-O-tert-butyldimethylsilyl-Lthreoninate 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: 56.0%

: 1439922-38-9
prop-2-enyl N-[N-(9H-fluoren-9-ylmethoxycarbonyl)-L-serinyl]-O-tert-butyldimethylsilyl-L-threoninate

: 80522-42-5
triisopropylsilyl trifluoromethanesulfonate

: 1439922-39-0
prop-2-enyl N-[N-(9H-fluoren-9-ylmethoxycarbonyl)-O-triisopropylsilyl-L-serinyl]-O-tert-butyldimethylsilyl-Lthreoninate

Guidance literature:: With 2,6-dimethylpyridine; In dichloromethane; at 20 ℃; for 16h;
DOI:10.1016/j.tetlet.2013.04.017

Reference yield:

: 1439922-50-5
O-TBS-L-threonine allyl ester

: 73724-45-5
N-(9H-fluoren-9-ylmethoxycarbonyl)-L-serine

: 1439922-39-0
prop-2-enyl N-[N-(9H-fluoren-9-ylmethoxycarbonyl)-O-triisopropylsilyl-L-serinyl]-O-tert-butyldimethylsilyl-Lthreoninate

Guidance literature:: Multi-step reaction with 2 steps

1: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 16 h / 20 °C

2: 2,6-dimethylpyridine / dichloromethane / 16 h / 20 °C

With 2,6-dimethylpyridine; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1039/C8OB01756E

Reference yield:

: 73724-45-5
N-(9H-fluoren-9-ylmethoxycarbonyl)-L-serine

: 1439922-39-0
prop-2-enyl N-[N-(9H-fluoren-9-ylmethoxycarbonyl)-O-triisopropylsilyl-L-serinyl]-O-tert-butyldimethylsilyl-Lthreoninate

Guidance literature:: Multi-step reaction with 2 steps

1: HATU; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 16 h / 20 °C

2: 2,6-dimethylpyridine / dichloromethane / 16 h / 20 °C

With 2,6-dimethylpyridine; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; HATU; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.tetlet.2013.04.017