(S)-2-{(4R,7S)-7-[(R)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-4-methyl-pentyl]-2,2-dimethyl-4,7-dihydro-[1,3,2]dioxasilepin-4-yl}-thiopropionic acid S-benzyl ester

Base Information

Chemical Name:(S)-2-{(4R,7S)-7-[(R)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-4-methyl-pentyl]-2,2-dimethyl-4,7-dihydro-[1,3,2]dioxasilepin-4-yl}-thiopropionic acid S-benzyl ester
CAS No.:504412-16-2
Molecular Formula:C₃₇H₄₅NO₅SSi
Molecular Weight:643.92
Hs Code.:

(S)-2-{(4R,7S)-7-[(R)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-4-methyl-pentyl]-2,2-dimethyl-4,7-dihydro-[1,3,2]dioxasilepin-4-yl}-thiopropionic acid S-benzyl ester

Synonyms:(S)-2-{(4R,7S)-7-[(R)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-4-methyl-pentyl]-2,2-dimethyl-4,7-dihydro-[1,3,2]dioxasilepin-4-yl}-thiopropionic acid S-benzyl ester

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Chemical Property of (S)-2-{(4R,7S)-7-[(R)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-4-methyl-pentyl]-2,2-dimethyl-4,7-dihydro-[1,3,2]dioxasilepin-4-yl}-thiopropionic acid S-benzyl ester

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Technology Process of (S)-2-{(4R,7S)-7-[(R)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-4-methyl-pentyl]-2,2-dimethyl-4,7-dihydro-[1,3,2]dioxasilepin-4-yl}-thiopropionic acid S-benzyl ester

There total 12 articles about (S)-2-{(4R,7S)-7-[(R)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-4-methyl-pentyl]-2,2-dimethyl-4,7-dihydro-[1,3,2]dioxasilepin-4-yl}-thiopropionic acid S-benzyl ester 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: 75.0%

: 3-({1-[2-(9H-fluoren-9-ylmethoxycarbonylamino)-4-methyl-pentyl]-allyloxy}-dimethyl-silanyloxy)-2-methyl-pent-4-enethioic acid S-benzyl ester

: 504412-16-2
(S)-2-{(4R,7S)-7-[(R)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-4-methyl-pentyl]-2,2-dimethyl-4,7-dihydro-[1,3,2]dioxasilepin-4-yl}-thiopropionic acid S-benzyl ester

Guidance literature:: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In toluene; at 75 ℃; for 3h;
DOI:10.1021/ol027116f

Reference yield:

: 16937-99-8,53296-34-7
N-Boc-D-Leu

: 504412-16-2
(S)-2-{(4R,7S)-7-[(R)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-4-methyl-pentyl]-2,2-dimethyl-4,7-dihydro-[1,3,2]dioxasilepin-4-yl}-thiopropionic acid S-benzyl ester

Guidance literature:: Multi-step reaction with 8 steps

1.1: N-methylmorpholine; ClCO₂-i-Bu / tetrahydrofuran / 0.33 h / -20 °C

1.2: 81 percent / tetrahydrofuran; diethyl ether / 0.5 h / -20 °C

2.1: 100 percent / PhCO₂Ag; Et₃N / 1.25 h

3.1: 80 percent / DIBAL-H / toluene / 1 h / -78 °C

4.1: 47 percent / tetrahydrofuran / 1.5 h / -70 - -40 °C

5.1: aq.HCl / dioxane / 1 h

6.1: DIPEA / CH₂Cl₂ / 0.25 h

7.1: 74 percent / pyridine / 3 h

8.1: 75 percent / Cl₂(PCy₃)(IMesH₂)Ru=CHPh / toluene / 3 h / 75 °C

With 4-methyl-morpholine; pyridine; hydrogenchloride; silver benzoate; diisobutylaluminium hydride; triethylamine; N-ethyl-N,N-diisopropylamine; isobutyl chloroformate; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In tetrahydrofuran; 1,4-dioxane; dichloromethane; toluene; 2.1: Wolff rearrangement;
DOI:10.1021/ol027116f

Reference yield:

: 82911-69-1
N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide

: 504412-16-2
(S)-2-{(4R,7S)-7-[(R)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-4-methyl-pentyl]-2,2-dimethyl-4,7-dihydro-[1,3,2]dioxasilepin-4-yl}-thiopropionic acid S-benzyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: DIPEA / CH₂Cl₂ / 0.25 h

2: 74 percent / pyridine / 3 h

3: 75 percent / Cl₂(PCy₃)(IMesH₂)Ru=CHPh / toluene / 3 h / 75 °C

With pyridine; N-ethyl-N,N-diisopropylamine; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In dichloromethane; toluene;
DOI:10.1021/ol027116f