(2S,6RS,9S)-1-tert-butyl 10-benzyl 5-hydroxy-2-[N-(9-phenylfluoren-9-yl)amino]-9-[N-(tert-butyloxycarbonyl)amino]dec-4-enedioate

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Chemical Name:(2S,6RS,9S)-1-tert-butyl 10-benzyl 5-hydroxy-2-[N-(9-phenylfluoren-9-yl)amino]-9-[N-(tert-butyloxycarbonyl)amino]dec-4-enedioate
CAS No.:270585-77-8
Molecular Formula:C₄₅H₅₂N₂O₇
Molecular Weight:732.917
Hs Code.:

Synonyms:(2S,6RS,9S)-1-tert-butyl 10-benzyl 5-hydroxy-2-[N-(9-phenylfluoren-9-yl)amino]-9-[N-(tert-butyloxycarbonyl)amino]dec-4-enedioate

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Chemical Property of (2S,6RS,9S)-1-tert-butyl 10-benzyl 5-hydroxy-2-[N-(9-phenylfluoren-9-yl)amino]-9-[N-(tert-butyloxycarbonyl)amino]dec-4-enedioate

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Technology Process of (2S,6RS,9S)-1-tert-butyl 10-benzyl 5-hydroxy-2-[N-(9-phenylfluoren-9-yl)amino]-9-[N-(tert-butyloxycarbonyl)amino]dec-4-enedioate

There total 7 articles about (2S,6RS,9S)-1-tert-butyl 10-benzyl 5-hydroxy-2-[N-(9-phenylfluoren-9-yl)amino]-9-[N-(tert-butyloxycarbonyl)amino]dec-4-enedioate 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: 86.0%

: 270585-74-5
(2S,9S)-1-tert-butyl 10-benzyl 5-oxo-2-[N-(9-phenylfluoren-9-yl)amino] 9-[N-(tert-butyloxycarbonyl)amino]dec-4-enedioate

: 270585-77-8
(2S,6RS,9S)-1-tert-butyl 10-benzyl 5-hydroxy-2-[N-(9-phenylfluoren-9-yl)amino]-9-[N-(tert-butyloxycarbonyl)amino]dec-4-enedioate

Guidance literature:: With sodium tetrahydroborate; cerium(III) chloride; In tetrahydrofuran; for 0.166667h;
DOI:10.1021/jo991766o

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: 270585-77-8
(2S,6RS,9S)-1-tert-butyl 10-benzyl 5-hydroxy-2-[N-(9-phenylfluoren-9-yl)amino]-9-[N-(tert-butyloxycarbonyl)amino]dec-4-enedioate

Guidance literature:: Multi-step reaction with 4 steps

1.1: 9.56 g / DMAP; Et₃N / acetonitrile / 20 °C

2.1: n-BuLi / toluene / 0.33 h / -78 °C

2.2: 74 percent / toluene / -78 - 20 °C

3.1: 83 percent / Cs₂CO₃ / acetonitrile / 20 °C

4.1: 86 percent / CeCl₃*7H₂O; NaBH₄ / tetrahydrofuran / 0.17 h

With dmap; sodium tetrahydroborate; n-butyllithium; cerium(III) chloride; caesium carbonate; triethylamine; In tetrahydrofuran; toluene; acetonitrile; 1.1: Acylation / 2.1: Metallation / 2.2: Addition / 3.1: Horner-Wadsworth-Emmons olefination / 4.1: Reduction;
DOI:10.1021/jo991766o

Reference yield:

: 100-39-0
benzyl bromide

: 270585-77-8
(2S,6RS,9S)-1-tert-butyl 10-benzyl 5-hydroxy-2-[N-(9-phenylfluoren-9-yl)amino]-9-[N-(tert-butyloxycarbonyl)amino]dec-4-enedioate

Guidance literature:: Multi-step reaction with 5 steps

1.1: DIEA / CH₂Cl₂ / Heating

2.1: 9.56 g / DMAP; Et₃N / acetonitrile / 20 °C

3.1: n-BuLi / toluene / 0.33 h / -78 °C

3.2: 74 percent / toluene / -78 - 20 °C

4.1: 83 percent / Cs₂CO₃ / acetonitrile / 20 °C

5.1: 86 percent / CeCl₃*7H₂O; NaBH₄ / tetrahydrofuran / 0.17 h

With dmap; sodium tetrahydroborate; n-butyllithium; cerium(III) chloride; caesium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; toluene; acetonitrile; 1.1: alkylative esterification / 2.1: Acylation / 3.1: Metallation / 3.2: Addition / 4.1: Horner-Wadsworth-Emmons olefination / 5.1: Reduction;
DOI:10.1021/jo991766o