8,8'-dibenzyl-2,3,8,8a,2',3',8',8'a-octahydro-1H,1'H-[3a,3'a]bi[pyrrolo[2,3-b]indolyl]

Base Information

Chemical Name:8,8'-dibenzyl-2,3,8,8a,2',3',8',8'a-octahydro-1H,1'H-[3a,3'a]bi[pyrrolo[2,3-b]indolyl]
CAS No.:247061-44-5
Molecular Formula:C₃₄H₃₄N₄
Molecular Weight:498.671
Hs Code.:

8,8'-dibenzyl-2,3,8,8a,2',3',8',8'a-octahydro-1<i>H</i>,1'<i>H</i>-[3a,3'a]bi[pyrrolo[2,3-<i>b</i>]indolyl]

Synonyms:8,8'-dibenzyl-2,3,8,8a,2',3',8',8'a-octahydro-1H,1'H-[3a,3'a]bi[pyrrolo[2,3-b]indolyl]

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Chemical Property of 8,8'-dibenzyl-2,3,8,8a,2',3',8',8'a-octahydro-1H,1'H-[3a,3'a]bi[pyrrolo[2,3-b]indolyl]

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Technology Process of 8,8'-dibenzyl-2,3,8,8a,2',3',8',8'a-octahydro-1H,1'H-[3a,3'a]bi[pyrrolo[2,3-b]indolyl]

There total 13 articles about 8,8'-dibenzyl-2,3,8,8a,2',3',8',8'a-octahydro-1H,1'H-[3a,3'a]bi[pyrrolo[2,3-b]indolyl] 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:

: 615-43-0
2-iodophenylamine

: 247061-44-5
8,8'-dibenzyl-2,3,8,8a,2',3',8',8'a-octahydro-1H,1'H-[3a,3'a]bi[pyrrolo[2,3-b]indolyl]

Guidance literature:: Multi-step reaction with 13 steps

1: 92 percent / Me₃Al / toluene / 20 °C

2: 87 percent / NaH / dimethylformamide

3: 70 percent / BCl₃ / -78 °C

4: 80 percent / camphorsulfonic acid monohydrate

5: 90 percent / (Ph₃P)2PdCl₂; Et₃N / N,N-dimethyl-acetamide / 100 °C

6: camphorsulfonic acid monohydrate / tetrahydrofuran

7: NaBH₄ / methanol

8: Pb(OAc)4 / benzene

9: NaBH₄ / methanol

10: sodium bis(2-methoxyethoxy)aluminum hydride / tetrahydrofuran / Heating

11: (PhO)2P(O)N₃; Ph₃P; diethyl azodicarboxylate / tetrahydrofuran

12: 100 percent / H₂ / 10 percent Pd/C / ethanol

13: methanol / 110 °C

With lead(IV) acetate; bis-triphenylphosphine-palladium(II) chloride; sodium tetrahydroborate; diphenyl phosphoryl azide; camphor-10-sulfonic acid; hydrogen; trimethylaluminum; boron trichloride; sodium hydride; triethylamine; triphenylphosphine; sodium bis(2-methoxyethoxy)aluminium dihydride; diethylazodicarboxylate; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; N,N-dimethyl acetamide; N,N-dimethyl-formamide; toluene; benzene; 1: Condensation / 2: N-benzylation / 3: debenzylation / 4: Condensation / 5: Cyclization / 6: Hydrolysis / 7: Reduction / 8: Ring cleavage / 9: Reduction / 10: Reduction / 11: azidation; Mitsunobu reaction / 12: Reduction / 13: Rearrangement;
DOI:10.1021/ja991714g

Reference yield:

: 371252-55-0
2,2'-((3S,3'S)-1,1'-dibenzyl-2,2'-dioxo-[3,3'-biindoline]-3,3'-diyl)diacetaldehyde

: 247061-44-5
8,8'-dibenzyl-2,3,8,8a,2',3',8',8'a-octahydro-1H,1'H-[3a,3'a]bi[pyrrolo[2,3-b]indolyl]

Guidance literature:: Multi-step reaction with 5 steps

1: NaBH₄ / methanol

2: sodium bis(2-methoxyethoxy)aluminum hydride / tetrahydrofuran / Heating

3: (PhO)2P(O)N₃; Ph₃P; diethyl azodicarboxylate / tetrahydrofuran

4: 100 percent / H₂ / 10 percent Pd/C / ethanol

5: methanol / 110 °C

With sodium tetrahydroborate; diphenyl phosphoryl azide; hydrogen; triphenylphosphine; sodium bis(2-methoxyethoxy)aluminium dihydride; diethylazodicarboxylate; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; 1: Reduction / 2: Reduction / 3: azidation; Mitsunobu reaction / 4: Reduction / 5: Rearrangement;
DOI:10.1021/ja991714g

Reference yield:

: 247061-41-2
C₃₄H₃₄N₂O₃

: 247061-44-5
8,8'-dibenzyl-2,3,8,8a,2',3',8',8'a-octahydro-1H,1'H-[3a,3'a]bi[pyrrolo[2,3-b]indolyl]

Guidance literature:: Multi-step reaction with 3 steps

1: (PhO)2P(O)N₃; Ph₃P; diethyl azodicarboxylate / tetrahydrofuran

2: 100 percent / H₂ / 10 percent Pd/C / ethanol

3: methanol / 110 °C

With diphenyl phosphoryl azide; hydrogen; triphenylphosphine; diethylazodicarboxylate; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; 1: azidation; Mitsunobu reaction / 2: Reduction / 3: Rearrangement;
DOI:10.1021/ja991714g