methyl (1aS,8R,8aS,8bR)-1,1a,2,8,8a,8b-hexahydro-7-(benzyloxy)-8-{[(benzyloxycarbonyl)oxy]methyl}-1-(tert-butyloxycarbonyl)-8-formylazirino[2',3':3,4]pyrrolo[1,2-a]indole-5-carboxylate

Base Information

Chemical Name:methyl (1aS,8R,8aS,8bR)-1,1a,2,8,8a,8b-hexahydro-7-(benzyloxy)-8-{[(benzyloxycarbonyl)oxy]methyl}-1-(tert-butyloxycarbonyl)-8-formylazirino[2',3':3,4]pyrrolo[1,2-a]indole-5-carboxylate
CAS No.:187682-48-0
Molecular Formula:C₃₅H₃₆N₂O₉
Molecular Weight:628.679
Hs Code.:

methyl (1aS,8R,8aS,8bR)-1,1a,2,8,8a,8b-hexahydro-7-(benzyloxy)-8-{[(benzyloxycarbonyl)oxy]methyl}-1-(tert-butyloxycarbonyl)-8-formylazirino[2',3':3,4]pyrrolo[1,2-a]indole-5-carboxylate

Synonyms:methyl (1aS,8R,8aS,8bR)-1,1a,2,8,8a,8b-hexahydro-7-(benzyloxy)-8-{[(benzyloxycarbonyl)oxy]methyl}-1-(tert-butyloxycarbonyl)-8-formylazirino[2',3':3,4]pyrrolo[1,2-a]indole-5-carboxylate

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Chemical Property of methyl (1aS,8R,8aS,8bR)-1,1a,2,8,8a,8b-hexahydro-7-(benzyloxy)-8-{[(benzyloxycarbonyl)oxy]methyl}-1-(tert-butyloxycarbonyl)-8-formylazirino[2',3':3,4]pyrrolo[1,2-a]indole-5-carboxylate

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Technology Process of methyl (1aS,8R,8aS,8bR)-1,1a,2,8,8a,8b-hexahydro-7-(benzyloxy)-8-{[(benzyloxycarbonyl)oxy]methyl}-1-(tert-butyloxycarbonyl)-8-formylazirino[2',3':3,4]pyrrolo[1,2-a]indole-5-carboxylate

There total 5 articles about methyl (1aS,8R,8aS,8bR)-1,1a,2,8,8a,8b-hexahydro-7-(benzyloxy)-8-{[(benzyloxycarbonyl)oxy]methyl}-1-(tert-butyloxycarbonyl)-8-formylazirino[2',3':3,4]pyrrolo[1,2-a]indole-5-carboxylate 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:

: C₃₁H₃₂N₄O₈

: 100-51-6,185532-71-2
benzyl alcohol

: 187682-48-0
methyl (1aS,8R,8aS,8bR)-1,1a,2,8,8a,8b-hexahydro-7-(benzyloxy)-8-{[(benzyloxycarbonyl)oxy]methyl}-1-(tert-butyloxycarbonyl)-8-formylazirino[2',3':3,4]pyrrolo[1,2-a]indole-5-carboxylate

Guidance literature:: With dmap; In acetonitrile; at 63 ℃; for 3h; Yield given;
DOI:10.1021/jo961992n

Reference yield:

: 187682-40-2
C₂₆H₂₈N₂O₆

: 187682-48-0
methyl (1aS,8R,8aS,8bR)-1,1a,2,8,8a,8b-hexahydro-7-(benzyloxy)-8-{[(benzyloxycarbonyl)oxy]methyl}-1-(tert-butyloxycarbonyl)-8-formylazirino[2',3':3,4]pyrrolo[1,2-a]indole-5-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: NaHCO₃ / CH₂Cl₂; methanol; H₂O / 2 h / Ambient temperature

2: acetonitrile / 3.5 h / Ambient temperature

3: DMAP / acetonitrile / 3 h / 63 °C

With dmap; sodium hydrogencarbonate; In methanol; dichloromethane; water; acetonitrile;
DOI:10.1021/jo961992n

Reference yield:

: 187682-39-9
methyl (1aS,8R,8aS,8bR)-1,1a,2,8,8a,8b-hexahydro-7-(benzyloxy)-1-(tert-butyloxycarbonyl)-8-formyl-8-(hydroxymethyl)azirino[2',3':3,4]pyrrolo[1,2-a]indole-5-carboxylate

: 187682-48-0
methyl (1aS,8R,8aS,8bR)-1,1a,2,8,8a,8b-hexahydro-7-(benzyloxy)-8-{[(benzyloxycarbonyl)oxy]methyl}-1-(tert-butyloxycarbonyl)-8-formylazirino[2',3':3,4]pyrrolo[1,2-a]indole-5-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: acetonitrile / 3.5 h / Ambient temperature

2: DMAP / acetonitrile / 3 h / 63 °C

With dmap; In acetonitrile;
DOI:10.1021/jo961992n