2(S)-<(tert-butyloxycarbonyl)amino>-3-cyclohexyl-1(S)-hydroxy-1-(1-methyl-5(S)-<(benzyloxy)methyl>-2-oxopyrrolidin-3(S)-yl)propane

Base Information

• Chemical Name: 2(S)-<(tert-butyloxycarbonyl)amino>-3-cyclohexyl-1(S)-hydroxy-1-(1-methyl-5(S)-<(benzyloxy)methyl>-2-oxopyrrolidin-3(S)-yl)propane
• CAS No.: 129896-90-8
• Molecular Formula: C₂₇H₄₂N₂O₅
• Molecular Weight: 474.641
• Mol file: 129896-90-8.mol

Synonyms:

Chemical Property of 2(S)-<(tert-butyloxycarbonyl)amino>-3-cyclohexyl-1(S)-hydroxy-1-(1-methyl-5(S)-<(benzyloxy)methyl>-2-oxopyrrolidin-3(S)-yl)propane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2(S)-<(tert-butyloxycarbonyl)amino>-3-cyclohexyl-1(S)-hydroxy-1-(1-methyl-5(S)-<(benzyloxy)methyl>-2-oxopyrrolidin-3(S)-yl)propane

There total 4 articles about 2(S)-<(tert-butyloxycarbonyl)amino>-3-cyclohexyl-1(S)-hydroxy-1-(1-methyl-5(S)-<(benzyloxy)methyl>-2-oxopyrrolidin-3(S)-yl)propane 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:

(S)-methyl 1-methyl-5-oxopyrrolidine-2-carboxylate (42435-88-1) → 2(S)-<(tert-butyloxycarbonyl)amino>-3-cyclohexyl-1(S)-hydroxy-1-(1-methyl-5(S)-<(benzyloxy)methyl>-2-oxopyrrolidin-3(S)-yl)propane (129896-90-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 75 percent / LAH / tetrahydrofuran / 1.) -78 deg C, 1 h, 2.) from -78 deg C to rt, 1.5 h

2: 1.) NaH / 1.) THF, rt, 4 h, 2.) 0 deg C, overnight

3: 1.) LDA / 1.) THF, hexane, -78 deg C, 1.5 h, 2.) -78 deg C, 5 min

With lithium aluminium tetrahydride; sodium hydride; lithium diisopropyl amide; In tetrahydrofuran;

DOI:10.1021/jm00107a004

Reference yield:

benzyl bromide (100-39-0) → 2(S)-<(tert-butyloxycarbonyl)amino>-3-cyclohexyl-1(S)-hydroxy-1-(1-methyl-5(S)-<(benzyloxy)methyl>-2-oxopyrrolidin-3(S)-yl)propane (129896-90-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) NaH / 1.) THF, rt, 4 h, 2.) 0 deg C, overnight

2: 1.) LDA / 1.) THF, hexane, -78 deg C, 1.5 h, 2.) -78 deg C, 5 min

With sodium hydride; lithium diisopropyl amide;

DOI:10.1021/jm00107a004

Reference yield:

(5S)-5-(hydroxymethyl)-1-methylpyrrolidin-2-one (122663-19-8) → 2(S)-<(tert-butyloxycarbonyl)amino>-3-cyclohexyl-1(S)-hydroxy-1-(1-methyl-5(S)-<(benzyloxy)methyl>-2-oxopyrrolidin-3(S)-yl)propane (129896-90-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) NaH / 1.) THF, rt, 4 h, 2.) 0 deg C, overnight

2: 1.) LDA / 1.) THF, hexane, -78 deg C, 1.5 h, 2.) -78 deg C, 5 min

With sodium hydride; lithium diisopropyl amide;

DOI:10.1021/jm00107a004

upstream raw materials:

(S)-2-(t-butoxycarbonylamino)-3-cyclohexyl-1-propanal

5(S)-<(benzyloxy)methyl>-1-methyl-2-pyrrolidinone

benzyl bromide

(5S)-5-(hydroxymethyl)-1-methylpyrrolidin-2-one