3-(tert-butyl-dimethyl-silanyloxymethyl)-1-hydroxy-4-oxo-hexahydro-pyrrolo[1,2-a]pyrazine-2,6,7-tricarboxylic acid 2-benzyl ester 6-tert-butyl ester

Base Information

Chemical Name:3-(tert-butyl-dimethyl-silanyloxymethyl)-1-hydroxy-4-oxo-hexahydro-pyrrolo[1,2-a]pyrazine-2,6,7-tricarboxylic acid 2-benzyl ester 6-tert-butyl ester
CAS No.:697290-15-6
Molecular Formula:C₂₈H₄₂N₂O₉Si
Molecular Weight:578.735
Hs Code.:

3-(<i>tert</i>-butyl-dimethyl-silanyloxymethyl)-1-hydroxy-4-oxo-hexahydro-pyrrolo[1,2-<i>a</i>]pyrazine-2,6,7-tricarboxylic acid 2-benzyl ester 6-<i>tert</i>-butyl ester

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Chemical Property of 3-(tert-butyl-dimethyl-silanyloxymethyl)-1-hydroxy-4-oxo-hexahydro-pyrrolo[1,2-a]pyrazine-2,6,7-tricarboxylic acid 2-benzyl ester 6-tert-butyl ester

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Technology Process of 3-(tert-butyl-dimethyl-silanyloxymethyl)-1-hydroxy-4-oxo-hexahydro-pyrrolo[1,2-a]pyrazine-2,6,7-tricarboxylic acid 2-benzyl ester 6-tert-butyl ester

There total 5 articles about 3-(tert-butyl-dimethyl-silanyloxymethyl)-1-hydroxy-4-oxo-hexahydro-pyrrolo[1,2-a]pyrazine-2,6,7-tricarboxylic acid 2-benzyl ester 6-tert-butyl 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:

: 697289-60-4
(1S,3S,4R)-2-[(1R)-phenylethyl]-2-azabicyclo[2.2.1]hept-5-ene-3-carboxylic acid tert-butyl ester

: 697290-15-6
3-(tert-butyl-dimethyl-silanyloxymethyl)-1-hydroxy-4-oxo-hexahydro-pyrrolo[1,2-a]pyrazine-2,6,7-tricarboxylic acid 2-benzyl ester 6-tert-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 65 percent / KMnO₄; NaOH / 2-methyl-propan-2-ol; H₂O / 0.25 h / 0 °C

2: 70 percent / H₂ / Pd/C / methanol / 24 h / 20 °C / 760 Torr

3: 53 percent / HOBt; DCC / dimethylformamide / 12 h / 20 °C

4: NaIO₄ / acetone; H₂O / 0 - 20 °C

5: 0.4 g / NaClO₂; 2-methylbut-2-ene; NaH₂PO₄ / H₂O; 2-methyl-propan-2-ol / 12 h / 20 °C

With sodium hydroxide; sodium chlorite; potassium permanganate; sodium periodate; sodium dihydrogenphosphate; 2-methyl-but-2-ene; hydrogen; benzotriazol-1-ol; dicyclohexyl-carbodiimide; palladium on activated charcoal; In methanol; water; N,N-dimethyl-formamide; acetone; tert-butyl alcohol;
DOI:10.1002/ejoc.200300700

Reference yield:

: (1S,3S,4S,5S,6R)-5,6-Dihydroxy-2-((R)-1-phenyl-ethyl)-2-aza-bicyclo[2.2.1]heptane-3-carboxylic acid tert-butyl ester

: 697290-15-6
3-(tert-butyl-dimethyl-silanyloxymethyl)-1-hydroxy-4-oxo-hexahydro-pyrrolo[1,2-a]pyrazine-2,6,7-tricarboxylic acid 2-benzyl ester 6-tert-butyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 70 percent / H₂ / Pd/C / methanol / 24 h / 20 °C / 760 Torr

2: 53 percent / HOBt; DCC / dimethylformamide / 12 h / 20 °C

3: NaIO₄ / acetone; H₂O / 0 - 20 °C

4: 0.4 g / NaClO₂; 2-methylbut-2-ene; NaH₂PO₄ / H₂O; 2-methyl-propan-2-ol / 12 h / 20 °C

With sodium chlorite; sodium periodate; sodium dihydrogenphosphate; 2-methyl-but-2-ene; hydrogen; benzotriazol-1-ol; dicyclohexyl-carbodiimide; palladium on activated charcoal; In methanol; water; N,N-dimethyl-formamide; acetone; tert-butyl alcohol;
DOI:10.1002/ejoc.200300700

Reference yield:

: 697290-13-4
3-(tert-butyl-dimethyl-silanyloxymethyl)-7-formyl-1-hydroxy-4-oxo-hexahydro-pyrrolo[1,2-a]pyrazine-2,6-dicarboxylic acid 2-benzyl ester 6-tert-butyl ester

: (1R,3S,6S,7S,8aS)-1-Hydroxy-3-hydroxymethyl-4-oxo-hexahydro-pyrrolo[1,2-a]pyrazine-2,6,7-tricarboxylic acid 2-benzyl ester 6-tert-butyl ester

: 697290-15-6
3-(tert-butyl-dimethyl-silanyloxymethyl)-1-hydroxy-4-oxo-hexahydro-pyrrolo[1,2-a]pyrazine-2,6,7-tricarboxylic acid 2-benzyl ester 6-tert-butyl ester

Guidance literature:: With sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; In water; tert-butyl alcohol; at 20 ℃; for 12h;
DOI:10.1002/ejoc.200300700