3-[(R)-8a-((E)-4-Chloro-3-methyl-but-2-enyl)-2-(4-methoxy-benzyl)-1,4-dioxo-octahydro-pyrrolo[1,2-a]pyrazin-3-ylmethyl]-indole-1-carboxylic acid tert-butyl ester

Base Information

• Chemical Name: 3-[(R)-8a-((E)-4-Chloro-3-methyl-but-2-enyl)-2-(4-methoxy-benzyl)-1,4-dioxo-octahydro-pyrrolo[1,2-a]pyrazin-3-ylmethyl]-indole-1-carboxylic acid tert-butyl ester
• CAS No.: 116025-41-3
• Molecular Formula: C₃₄H₄₀ClN₃O₅
• Molecular Weight: 606.162
• Mol file: 116025-41-3.mol

Synonyms:3-[(R)-8a-((E)-4-Chloro-3-methyl-but-2-enyl)-2-(4-methoxy-benzyl)-1,4-dioxo-octahydro-pyrrolo[1,2-a]pyrazin-3-ylmethyl]-indole-1-carboxylic acid tert-butyl ester

Chemical Property of 3-[(R)-8a-((E)-4-Chloro-3-methyl-but-2-enyl)-2-(4-methoxy-benzyl)-1,4-dioxo-octahydro-pyrrolo[1,2-a]pyrazin-3-ylmethyl]-indole-1-carboxylic acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-[(R)-8a-((E)-4-Chloro-3-methyl-but-2-enyl)-2-(4-methoxy-benzyl)-1,4-dioxo-octahydro-pyrrolo[1,2-a]pyrazin-3-ylmethyl]-indole-1-carboxylic acid tert-butyl ester

There total 21 articles about 3-[(R)-8a-((E)-4-Chloro-3-methyl-but-2-enyl)-2-(4-methoxy-benzyl)-1,4-dioxo-octahydro-pyrrolo[1,2-a]pyrazin-3-ylmethyl]-indole-1-carboxylic acid tert-butyl ester 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:

3-[(R)-8a-((E)-4-Hydroxy-3-methyl-but-2-enyl)-2-(4-methoxy-benzyl)-1,4-dioxo-octahydro-pyrrolo[1,2-a]pyrazin-3-ylmethyl]-indole-1-carboxylic acid tert-butyl ester (124268-83-3) → 3-[(R)-8a-((E)-4-Chloro-3-methyl-but-2-enyl)-2-(4-methoxy-benzyl)-1,4-dioxo-octahydro-pyrrolo[1,2-a]pyrazin-3-ylmethyl]-indole-1-carboxylic acid tert-butyl ester (116025-41-3)

Guidance literature:

With 2,3,5-trimethyl-pyridine; methanesulfonyl chloride; lithium chloride; In N,N-dimethyl-formamide; at 25 ℃;

Reference yield:

3-(Dimethylaminomethyl)indole (87-52-5) → 3-[(3R,8aR)-8a-((E)-4-Chloro-3-methyl-but-2-enyl)-2-(4-methoxy-benzyl)-1,4-dioxo-octahydro-pyrrolo[1,2-a]pyrazin-3-ylmethyl]-indole-1-carboxylic acid tert-butyl ester (116025-41-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 62 percent / Bu₃P / acetonitrile

With tributylphosphine; In acetonitrile;

DOI:10.1021/ja00225a069

Reference yield:

(2R,5R)-5-allyl-2-tert-butyl-1-aza-3-oxabicyclo<3.3.0>octan-4-one (81286-83-1) → 3-[(3R,8aR)-8a-((E)-4-Chloro-3-methyl-but-2-enyl)-2-(4-methoxy-benzyl)-1,4-dioxo-octahydro-pyrrolo[1,2-a]pyrazin-3-ylmethyl]-indole-1-carboxylic acid tert-butyl ester (116025-41-3)

Guidance literature:

Multi-step reaction with 7 steps

1: 88 percent / tetrahydrofuran

2: 1.) K₂CO₃, 2.) NaOH / 1.) CH₂Cl₂, 2.) CH₂Cl₂

3: 99 percent / O₃ / methanol

4: 2.) NaBH₄ / 2.) EtOH

5: 1.) Et₃N, DMAP, 2.) n-BuLi / 1.) CH₂Cl₂, 2.) THF

6: 62 percent / Bu₃P / acetonitrile

With dmap; sodium hydroxide; sodium tetrahydroborate; n-butyllithium; tributylphosphine; potassium carbonate; ozone; triethylamine; In tetrahydrofuran; methanol; acetonitrile;

DOI:10.1021/ja00225a069

upstream raw materials:

3-[(R)-8a-((E)-4-Hydroxy-3-methyl-but-2-enyl)-2-(4-methoxy-benzyl)-1,4-dioxo-octahydro-pyrrolo[1,2-a]pyrazin-3-ylmethyl]-indole-1-carboxylic acid tert-butyl ester

3-(Dimethylaminomethyl)indole

(2R,5R)-5-allyl-2-tert-butyl-1-aza-3-oxabicyclo<3.3.0>octan-4-one

(-)-2-(R)-allyl-2-<(4-methoxybenzyl)carboxamido>pyrrolidine

Downstream raw materials:

C₂₉H₃₁N₃O₃

1-(R)-<methyl>-2,8-diketo-10-(R)-(1-methylethenyl)-9-(4-methoxybenzyl)-3,9-diazatricyclo<5.2.2.0^3,7>undecane

1-(R)-<methyl>-2,8-diketo-10-(S)-(1-methylethenyl)-9-(4-methoxybenzyl)-3,9-diazatricyclo<5.2.2.0^3,7>undecane

C₂₉H₃₁N₃O₃