(2R,3R)-2-{[(4-Methoxy-benzenesulfonyl)-methyl-amino]-methyl}-5-methyl-3-(piperidine-1-carbonyl)-hexanoic acid

Base Information

• Chemical Name: (2R,3R)-2-{[(4-Methoxy-benzenesulfonyl)-methyl-amino]-methyl}-5-methyl-3-(piperidine-1-carbonyl)-hexanoic acid
• CAS No.: 206553-96-0
• Molecular Formula: C₂₂H₃₄N₂O₆S
• Molecular Weight: 454.588
• Mol file: 206553-96-0.mol

Synonyms:(2R,3R)-2-{[(4-Methoxy-benzenesulfonyl)-methyl-amino]-methyl}-5-methyl-3-(piperidine-1-carbonyl)-hexanoic acid

Chemical Property of (2R,3R)-2-{[(4-Methoxy-benzenesulfonyl)-methyl-amino]-methyl}-5-methyl-3-(piperidine-1-carbonyl)-hexanoic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,3R)-2-{[(4-Methoxy-benzenesulfonyl)-methyl-amino]-methyl}-5-methyl-3-(piperidine-1-carbonyl)-hexanoic acid

There total 8 articles about (2R,3R)-2-{[(4-Methoxy-benzenesulfonyl)-methyl-amino]-methyl}-5-methyl-3-(piperidine-1-carbonyl)-hexanoic acid 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: 100.0%

(2R,3R)-2-{[(4-Methoxy-benzenesulfonyl)-methyl-amino]-methyl}-5-methyl-3-(piperidine-1-carbonyl)-hexanoic acid benzyl ester → (2R,3R)-2-{[(4-Methoxy-benzenesulfonyl)-methyl-amino]-methyl}-5-methyl-3-(piperidine-1-carbonyl)-hexanoic acid (206553-96-0)

Guidance literature:

With formic acid; palladium on activated charcoal; In methanol;

DOI:10.1016/S0960-894X(99)00494-1

Reference yield:

piperidine (110-89-4) → (2R,3R)-2-{[(4-Methoxy-benzenesulfonyl)-methyl-amino]-methyl}-5-methyl-3-(piperidine-1-carbonyl)-hexanoic acid (206553-96-0)

Guidance literature:

Multi-step reaction with 4 steps

1: EDC; HOBt / CH₂Cl₂

2: methanol / 20 °C

3: Et₃N / CH₂Cl₂

4: 100 percent / HCO₂H / 10 percent Pd-C / methanol

With formic acid; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; palladium on activated charcoal; In methanol; dichloromethane; 1: Condensation / 2: Addition / 3: Condensation / 4: Hydrogenolysis;

DOI:10.1016/S0960-894X(99)00494-1

Reference yield:

(R)-2-Isobutyl-3-methylene-succinic acid 4-benzyl ester → (2R,3R)-2-{[(4-Methoxy-benzenesulfonyl)-methyl-amino]-methyl}-5-methyl-3-(piperidine-1-carbonyl)-hexanoic acid (206553-96-0)

Guidance literature:

Multi-step reaction with 4 steps

1: EDC; HOBt / CH₂Cl₂

2: methanol / 20 °C

3: Et₃N / CH₂Cl₂

4: 100 percent / HCO₂H / 10 percent Pd-C / methanol

With formic acid; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; palladium on activated charcoal; In methanol; dichloromethane; 1: Condensation / 2: Addition / 3: Condensation / 4: Hydrogenolysis;

DOI:10.1016/S0960-894X(99)00494-1

upstream raw materials:

piperidine

(2R,3R)-2-Isobutyl-3-methylaminomethyl-succinic acid 4-benzyl ester 1-tert-butyl ester

(R)-5-Methyl-2-methylene-3-(piperidine-1-carbonyl)-hexanoic acid benzyl ester

(2R,3R)-5-Methyl-2-methylaminomethyl-3-(piperidine-1-carbonyl)-hexanoic acid benzyl ester