(1S,2S)-1-acetoxy-8-benzyloxy-2-(tert-butyloxycarbonylamino)-2,3-dihydro-1H-pyrrolo<1,2-a>indole-6,9-dicarboxaldehyde

Base Information

• Chemical Name: (1S,2S)-1-acetoxy-8-benzyloxy-2-(tert-butyloxycarbonylamino)-2,3-dihydro-1H-pyrrolo<1,2-a>indole-6,9-dicarboxaldehyde
• CAS No.: 162935-80-0
• Molecular Formula: C₂₇H₂₈N₂O₇
• Molecular Weight: 492.529
• Mol file: 162935-80-0.mol

Synonyms:(1S,2S)-1-acetoxy-8-benzyloxy-2-(tert-butyloxycarbonylamino)-2,3-dihydro-1H-pyrrolo<1,2-a>indole-6,9-dicarboxaldehyde

Chemical Property of (1S,2S)-1-acetoxy-8-benzyloxy-2-(tert-butyloxycarbonylamino)-2,3-dihydro-1H-pyrrolo<1,2-a>indole-6,9-dicarboxaldehyde

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1S,2S)-1-acetoxy-8-benzyloxy-2-(tert-butyloxycarbonylamino)-2,3-dihydro-1H-pyrrolo<1,2-a>indole-6,9-dicarboxaldehyde

There total 1 articles about (1S,2S)-1-acetoxy-8-benzyloxy-2-(tert-butyloxycarbonylamino)-2,3-dihydro-1H-pyrrolo<1,2-a>indole-6,9-dicarboxaldehyde 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:

N,N-dimethyl-formamide (68-12-2,33513-42-7) + (1S,2S)-1-acetoxy-8-benzyloxy-2-(tert-butyloxycarbonylamino)-6-(1,3-dioxan-2-yl)-2,3-dihydro-1H-pyrrolo<1,2-a>indole → (1S,2S)-1-acetoxy-8-benzyloxy-2-(tert-butyloxycarbonylamino)-6-(1,3-dioxan-2-yl)-2,3-dihydro-1H-pyrrolo<1,2-a>indole-9-carboxaldehyde + (1S,2S)-1-acetoxy-8-benzyloxy-2-(tert-butyloxycarbonylamino)-2,3-dihydro-1H-pyrrolo<1,2-a>indole-6,9-dicarboxaldehyde (162935-80-0)

Guidance literature:

With oxalyl dichloride; Yield given. Multistep reaction. Yields of byproduct given; 1.) CH₂Cl₂, 0 deg C, 10 min, 2.) CH₂Cl₂, RT, 45 min;

DOI:10.1248/cpb.43.37

Reference yield: 99.0%

(1S,2S)-1-acetoxy-8-benzyloxy-2-(tert-butyloxycarbonylamino)-2,3-dihydro-1H-pyrrolo<1,2-a>indole-6,9-dicarboxaldehyde (162935-80-0) → (1S,2S)-8-benzyloxy-2-(tert-butyloxycarbonylamino)-2,3-dihydro-1-hydroxy-1H-pyrrolo<1,2-a>indole-6,9-dicarboxaldehyde (162935-81-1)

Guidance literature:

With potassium carbonate; In methanol; for 1h; Ambient temperature;

DOI:10.1248/cpb.43.37

Reference yield: 63.0%

2-ethyl-2-methyl-[1,3]dioxane (5702-36-3) + (1S,2S)-1-acetoxy-8-benzyloxy-2-(tert-butyloxycarbonylamino)-2,3-dihydro-1H-pyrrolo<1,2-a>indole-6,9-dicarboxaldehyde (162935-80-0) → (1S,2S)-1-acetoxy-8-benzyloxy-2-(tert-butyloxycarbonylamino)-6-(1,3-dioxan-2-yl)-2,3-dihydro-1H-pyrrolo<1,2-a>indole-9-carboxaldehyde

Guidance literature:

With toluene-4-sulfonic acid; In dichloromethane; at 0 ℃; for 0.75h;

DOI:10.1248/cpb.43.37

upstream raw materials:

N,N-dimethyl-formamide

Downstream raw materials:

(1S,2S)-8-benzyloxy-2-(tert-butyloxycarbonylamino)-2,3-dihydro-1-hydroxy-1H-pyrrolo<1,2-a>indole-6,9-dicarboxaldehyde