(S)-2-[((1S,3R)-3-{(S)-2-[((1S,3R)-3-Amino-cyclohexanecarbonyl)-methyl-amino]-propionylamino}-cyclohexanecarbonyl)-methyl-amino]-propionic acid

Base Information

• Chemical Name: (S)-2-[((1S,3R)-3-{(S)-2-[((1S,3R)-3-Amino-cyclohexanecarbonyl)-methyl-amino]-propionylamino}-cyclohexanecarbonyl)-methyl-amino]-propionic acid
• CAS No.: 869081-65-2
• Molecular Formula: C₂₂H₃₈N₄O₅
• Molecular Weight: 438.568
• Mol file: 869081-65-2.mol

Synonyms:(S)-2-[((1S,3R)-3-{(S)-2-[((1S,3R)-3-Amino-cyclohexanecarbonyl)-methyl-amino]-propionylamino}-cyclohexanecarbonyl)-methyl-amino]-propionic acid

Chemical Property of (S)-2-[((1S,3R)-3-{(S)-2-[((1S,3R)-3-Amino-cyclohexanecarbonyl)-methyl-amino]-propionylamino}-cyclohexanecarbonyl)-methyl-amino]-propionic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-[((1S,3R)-3-{(S)-2-[((1S,3R)-3-Amino-cyclohexanecarbonyl)-methyl-amino]-propionylamino}-cyclohexanecarbonyl)-methyl-amino]-propionic acid

There total 6 articles about (S)-2-[((1S,3R)-3-{(S)-2-[((1S,3R)-3-Amino-cyclohexanecarbonyl)-methyl-amino]-propionylamino}-cyclohexanecarbonyl)-methyl-amino]-propionic 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:

(S)-2-[((1S,3R)-3-{(S)-2-[((1S,3R)-3-tert-Butoxycarbonylamino-cyclohexanecarbonyl)-methyl-amino]-propionylamino}-cyclohexanecarbonyl)-methyl-amino]-propionic acid → (S)-2-[((1S,3R)-3-{(S)-2-[((1S,3R)-3-Amino-cyclohexanecarbonyl)-methyl-amino]-propionylamino}-cyclohexanecarbonyl)-methyl-amino]-propionic acid (869081-65-2)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 0.166667h;

DOI:10.1021/ol0518885

Reference yield:

(1S,3R)-3-((tert-butoxycarbonyl)amino)cyclo hexane-1-carboxylic acid (222530-34-9,218772-92-0,222530-33-8) → (S)-2-[((1S,3R)-3-{(S)-2-[((1S,3R)-3-Amino-cyclohexanecarbonyl)-methyl-amino]-propionylamino}-cyclohexanecarbonyl)-methyl-amino]-propionic acid (869081-65-2)

Guidance literature:

Multi-step reaction with 5 steps

1: HATU; DIEA / CH₂Cl₂

2: piperidine / CH₂Cl₂

3: HBTU; DIEA / CH₂Cl₂

4: piperidine / CH₂Cl₂ / 0.5 h / 20 °C

5: TFA / CH₂Cl₂ / 0.17 h / 20 °C

With piperidine; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In dichloromethane;

DOI:10.1021/ol0518885

Reference yield:

Boc-D-γ-Ach-L-MeN-Ala-OFm (869081-61-8) → (S)-2-[((1S,3R)-3-{(S)-2-[((1S,3R)-3-Amino-cyclohexanecarbonyl)-methyl-amino]-propionylamino}-cyclohexanecarbonyl)-methyl-amino]-propionic acid (869081-65-2)

Guidance literature:

Multi-step reaction with 4 steps

1: piperidine / CH₂Cl₂

2: HBTU; DIEA / CH₂Cl₂

3: piperidine / CH₂Cl₂ / 0.5 h / 20 °C

4: TFA / CH₂Cl₂ / 0.17 h / 20 °C

With piperidine; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In dichloromethane;

DOI:10.1021/ol0518885

upstream raw materials:

(1S,3R)-3-((tert-butoxycarbonyl)amino)cyclo hexane-1-carboxylic acid

Boc-D-γ-Ach-L-^MeN-Ala-OH

D-γ-Ach-L-^MeN-Ala-OFm

Boc-D-γ-Ach-L-^MeN-Ala-OFm