(+/-)-(1aR^*,8R^*,8aR^*,8bS^*)-7-(benzyloxy)-8-<(benzyloxy)methyl>-1,1a,2,8,8a,8b-hexahydro-4,6-dimethoxy-1,5-dimethylazirino<2',3':3,4>pyrrolo<1,2-a>indole

Base Information

• Chemical Name: (+/-)-(1aR^*,8R^*,8aR^*,8bS^*)-7-(benzyloxy)-8-<(benzyloxy)methyl>-1,1a,2,8,8a,8b-hexahydro-4,6-dimethoxy-1,5-dimethylazirino<2',3':3,4>pyrrolo<1,2-a>indole
• CAS No.: 96502-84-0
• Molecular Formula: C₃₀H₃₄N₂O₄
• Molecular Weight: 486.611

Synonyms:(+/-)-(1aR^*,8R^*,8aR^*,8bS^*)-7-(benzyloxy)-8-<(benzyloxy)methyl>-1,1a,2,8,8a,8b-hexahydro-4,6-dimethoxy-1,5-dimethylazirino<2',3':3,4>pyrrolo<1,2-a>indole

Chemical Property of (+/-)-(1aR^*,8R^*,8aR^*,8bS^*)-7-(benzyloxy)-8-<(benzyloxy)methyl>-1,1a,2,8,8a,8b-hexahydro-4,6-dimethoxy-1,5-dimethylazirino<2',3':3,4>pyrrolo<1,2-a>indole

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (+/-)-(1aR^*,8R^*,8aR^*,8bS^*)-7-(benzyloxy)-8-<(benzyloxy)methyl>-1,1a,2,8,8a,8b-hexahydro-4,6-dimethoxy-1,5-dimethylazirino<2',3':3,4>pyrrolo<1,2-a>indole

There total 8 articles about (+/-)-(1aR^*,8R^*,8aR^*,8bS^*)-7-(benzyloxy)-8-<(benzyloxy)methyl>-1,1a,2,8,8a,8b-hexahydro-4,6-dimethoxy-1,5-dimethylazirino<2',3':3,4>pyrrolo<1,2-a>indole 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: 64.0%

(+/-)-(1aR*,8R*,8aR*,8bS*)-7-benzyloxy-8-<(benzyloxy)methyl>-1,1a,2,8,8a,8b-hexahydro-4,6-dimethoxy-5-methylazirino<2',3':3,4>pyrrolo<1,2-a>indole (96502-83-9) + methyl iodide (74-88-4) → (+/-)-(1aR*,8R*,8aR*,8bS*)-7-(benzyloxy)-8-<(benzyloxy)methyl>-1,1a,2,8,8a,8b-hexahydro-4,6-dimethoxy-1,5-dimethylazirino<2',3':3,4>pyrrolo<1,2-a>indole (96502-84-0)

Guidance literature:

With methyllithium; In diethyl ether; 1.) 20 min, RT; 2.) 60 min;

DOI:10.1021/ja00299a022

Reference yield:

(+/-)-(1S*,2R*,9R*,9aR*)-8-benzyloxy-9-<(benzyloxy)methyl>-2,3,9,9a-tetrahydro-5,7-dimethoxy-6-methyl-1H-pyrrolo<1,2-a>indole-1,2-diol (96502-77-1) → (+/-)-(1aR*,8R*,8aR*,8bS*)-7-(benzyloxy)-8-<(benzyloxy)methyl>-1,1a,2,8,8a,8b-hexahydro-4,6-dimethoxy-1,5-dimethylazirino<2',3':3,4>pyrrolo<1,2-a>indole (96502-84-0)

Guidance literature:

Multi-step reaction with 7 steps

1: triethylamine / CH₂Cl₂ / 1.5 h / 0 °C

2: tetrabutylammonium azide / benzene / 2.5 h / Heating

3: triethylamine / CH₂Cl₂ / 2 h / 0 °C

4: tetrahydrofuran / 4 h / Heating

5: 60 percent NaH / paraffin; tetrahydrofuran / 4 h / Ambient temperature

6: 1 M LiAlH₄ / 0.75 h / 0 °C

7: 64 percent / 1.55 M MeLi / diethyl ether / 1.) 20 min, RT; 2.) 60 min

With lithium aluminium tetrahydride; methyllithium; tetrabutylammoniun azide; sodium hydride; triethylamine; In tetrahydrofuran; diethyl ether; dichloromethane; paraffin; benzene;

DOI:10.1021/ja00299a022

Reference yield:

Methanesulfonic acid (1R,2R,9S,9aS)-8-benzyloxy-9-benzyloxymethyl-2-(dimethoxy-phosphorylamino)-5,7-dimethoxy-6-methyl-2,3,9,9a-tetrahydro-1H-pyrrolo[1,2-a]indol-1-yl ester (96502-81-7) → (+/-)-(1aR*,8R*,8aR*,8bS*)-7-(benzyloxy)-8-<(benzyloxy)methyl>-1,1a,2,8,8a,8b-hexahydro-4,6-dimethoxy-1,5-dimethylazirino<2',3':3,4>pyrrolo<1,2-a>indole (96502-84-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 60 percent NaH / paraffin; tetrahydrofuran / 4 h / Ambient temperature

2: 1 M LiAlH₄ / 0.75 h / 0 °C

3: 64 percent / 1.55 M MeLi / diethyl ether / 1.) 20 min, RT; 2.) 60 min

With lithium aluminium tetrahydride; methyllithium; sodium hydride; In tetrahydrofuran; diethyl ether; paraffin;

DOI:10.1021/ja00299a022

upstream raw materials:

(+/-)-(1aR^*,8R^*,8aR^*,8bS^*)-7-benzyloxy-8-<(benzyloxy)methyl>-1,1a,2,8,8a,8b-hexahydro-4,6-dimethoxy-5-methylazirino<2',3':3,4>pyrrolo<1,2-a>indole

methyl iodide

(+/-)-(1S^*,2R^*,9R^*,9aR^*)-8-benzyloxy-9-<(benzyloxy)methyl>-2,3,9,9a-tetrahydro-5,7-dimethoxy-6-methyl-1H-pyrrolo<1,2-a>indole-1,2-diol

Methanesulfonic acid (1R,2S,9S,9aS)-8-benzyloxy-9-benzyloxymethyl-1-hydroxy-5,7-dimethoxy-6-methyl-2,3,9,9a-tetrahydro-1H-pyrrolo[1,2-a]indol-2-yl ester

Downstream raw materials:

C₂₃H₂₄N₂O₄

C₃₀H₃₄N₂O₅

C₂₃H₂₆N₂O₅

C₂₂H₂₄N₂O₅

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