Dibenzyl 1-<(2aRS,4SR)-1,2a-bis(diethoxymethyl)-1,2,2a,3,4,5-hexahydro-2,5-dioxobenzindol-4-yl>-1,2-hydrazine dicarboxylate

Base Information

• Chemical Name: Dibenzyl 1-<(2aRS,4SR)-1,2a-bis(diethoxymethyl)-1,2,2a,3,4,5-hexahydro-2,5-dioxobenzindol-4-yl>-1,2-hydrazine dicarboxylate
• CAS No.: 138206-99-2
• Molecular Formula: C₃₇H₄₃N₃O₁₀
• Molecular Weight: 689.763
• Mol file: 138206-99-2.mol

Synonyms:Dibenzyl 1-<(2aRS,4SR)-1,2a-bis(diethoxymethyl)-1,2,2a,3,4,5-hexahydro-2,5-dioxobenzindol-4-yl>-1,2-hydrazine dicarboxylate

Chemical Property of Dibenzyl 1-<(2aRS,4SR)-1,2a-bis(diethoxymethyl)-1,2,2a,3,4,5-hexahydro-2,5-dioxobenzindol-4-yl>-1,2-hydrazine dicarboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Dibenzyl 1-<(2aRS,4SR)-1,2a-bis(diethoxymethyl)-1,2,2a,3,4,5-hexahydro-2,5-dioxobenzindol-4-yl>-1,2-hydrazine dicarboxylate

There total 4 articles about Dibenzyl 1-<(2aRS,4SR)-1,2a-bis(diethoxymethyl)-1,2,2a,3,4,5-hexahydro-2,5-dioxobenzindol-4-yl>-1,2-hydrazine dicarboxylate 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%

dibenzyl azodicarboxylate (2449-05-0) + (+/-)-1,2,2a,3,4,5-Hexahydro-2,5-dioxobenzindole-1,2a-dicarbaldehyde tetraethylacetal (138206-88-9) → Dibenzyl 1-<(2aRS,4SR)-1,2a-bis(diethoxymethyl)-1,2,2a,3,4,5-hexahydro-2,5-dioxobenzindol-4-yl>-1,2-hydrazine dicarboxylate (138206-99-2)

Guidance literature:

With lithium diisopropyl amide; In tetrahydrofuran; hexane; 1.) -78 deg C, 1 h, 2.) 3 min;

DOI:10.1002/ardp.19953280708

Reference yield:

(+/-)-5-Bromo-1,2,2a,3,4,5-hexahydro-2-oxobenzindole-1,2a-dicarbaldehyde tetraethylacetal → Dibenzyl 1-<(2aRS,4SR)-1,2a-bis(diethoxymethyl)-1,2,2a,3,4,5-hexahydro-2,5-dioxobenzindol-4-yl>-1,2-hydrazine dicarboxylate (138206-99-2)

Guidance literature:

Multi-step reaction with 2 steps

1: Et₃N, DMSO / CCl₄ / 4 h / Ambient temperature

2: 75 percent / LDA / tetrahydrofuran; hexane / 1.) -78 deg C, 1 h, 2.) 3 min

With dimethyl sulfoxide; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; tetrachloromethane; hexane;

DOI:10.1002/ardp.19953280708

Reference yield:

(+/-)-1,2,2a,3,4,5-hexahydro-2-oxobenzindole-1,2a-dicarbaldehyde tetraethyl acetal (138206-98-1) → Dibenzyl 1-<(2aRS,4SR)-1,2a-bis(diethoxymethyl)-1,2,2a,3,4,5-hexahydro-2,5-dioxobenzindol-4-yl>-1,2-hydrazine dicarboxylate (138206-99-2)

Guidance literature:

Multi-step reaction with 3 steps

1: NBS, dibenzoyl peroxide / CCl₄ / Heating

2: DMSO, Et₃N / CCl₄

3: 1) LDA / 1) THF, -78 deg C

With N-Bromosuccinimide; dimethyl sulfoxide; triethylamine; lithium diisopropyl amide; dibenzoyl peroxide; In tetrachloromethane;

DOI:10.1016/S0040-4039(00)79428-7

upstream raw materials:

dibenzyl azodicarboxylate

(+/-)-1,2,2a,3,4,5-Hexahydro-2,5-dioxobenzindole-1,2a-dicarbaldehyde tetraethylacetal

(+/-)-1,2,2a,3,4,5-hexahydro-2-oxobenzindole-1,2a-dicarbaldehyde tetraethyl acetal

orthoformic acid triethyl ester

Downstream raw materials:

Benzyl N-<(5aRS,6aSR,9aRS)-4,5a-bis(diethoxymethyl)-4,5,5a,6,6a,7,8,9a-octahydro-5,8-dioxo-oxazolo<4',5':1,2>benz<5,4,3-c,d>indol-7-yl>carbamate