(S)-{[4-(tert-butoxycarbonylamino-methyl)-cyclohexylmethyl]-amino}-phenyl-acetic acid tert-butyl ester

Base Information

• Chemical Name: (S)-{[4-(tert-butoxycarbonylamino-methyl)-cyclohexylmethyl]-amino}-phenyl-acetic acid tert-butyl ester
• CAS No.: 914645-15-1
• Molecular Formula: C₂₅H₄₀N₂O₄
• Molecular Weight: 432.604
• Mol file: 914645-15-1.mol

Synonyms:(S)-{[4-(tert-butoxycarbonylamino-methyl)-cyclohexylmethyl]-amino}-phenyl-acetic acid tert-butyl ester

Chemical Property of (S)-{[4-(tert-butoxycarbonylamino-methyl)-cyclohexylmethyl]-amino}-phenyl-acetic acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-{[4-(tert-butoxycarbonylamino-methyl)-cyclohexylmethyl]-amino}-phenyl-acetic acid tert-butyl ester

There total 5 articles about (S)-{[4-(tert-butoxycarbonylamino-methyl)-cyclohexylmethyl]-amino}-phenyl-acetic 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: 24.0%

trans-4-(N-tert-butoxycarbonylaminomethyl)cyclohexane carboxaldehyde (916210-80-5) + (S)-2-amino-2-phenylacetic acid tert-butyl ester (53934-78-4,65715-93-7,67672-72-4,124619-74-5) → (S)-{[4-(tert-butoxycarbonylamino-methyl)-cyclohexylmethyl]-amino}-phenyl-acetic acid tert-butyl ester (914645-15-1)

Guidance literature:

trans-4-(N-tert-butoxycarbonylaminomethyl)cyclohexane carboxaldehyde; (S)-2-amino-2-phenylacetic acid tert-butyl ester; In 1,1-dichloroethane; for 0.5h;

With sodium tris(acetoxy)borohydride; acetic acid; In 1,1-dichloroethane; at 20 ℃; for 3h;

Reference yield:

4-(N-tert-butyloxycarbonylaminomethyl)-cyclohexane-1-carboxylic acid (162046-58-4) → (S)-{[4-(tert-butoxycarbonylamino-methyl)-cyclohexylmethyl]-amino}-phenyl-acetic acid tert-butyl ester (914645-15-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: lithium aluminium tetrahydride / tetrahydrofuran; 1,4-dioxane / 0 - 20 °C

2.1: Dess-Martin periodane / dichloromethane / 3 h / -78 - 20 °C

3.1: 1,1-dichloroethane / 0.5 h

3.2: 3 h / 20 °C

With lithium aluminium tetrahydride; Dess-Martin periodane; In tetrahydrofuran; 1,4-dioxane; 1,1-dichloroethane; dichloromethane;

Reference yield:

tranexamic acid → (S)-{[4-(tert-butoxycarbonylamino-methyl)-cyclohexylmethyl]-amino}-phenyl-acetic acid tert-butyl ester (914645-15-1)

Guidance literature:

Multi-step reaction with 4 steps

1.1: sodium hydroxide / 1,4-dioxane; water / 5 h / 20 °C

2.1: lithium aluminium tetrahydride / tetrahydrofuran; 1,4-dioxane / 0 - 20 °C

3.1: Dess-Martin periodane / dichloromethane / 3 h / -78 - 20 °C

4.1: 1,1-dichloroethane / 0.5 h

4.2: 3 h / 20 °C

With sodium hydroxide; lithium aluminium tetrahydride; Dess-Martin periodane; In tetrahydrofuran; 1,4-dioxane; 1,1-dichloroethane; dichloromethane; water;

upstream raw materials:

trans-4-(N-tert-butoxycarbonylaminomethyl)cyclohexane carboxaldehyde

(S)-2-amino-2-phenylacetic acid tert-butyl ester

trans-(4-Hydroxymethyl-cyclohexylmethyl)-carbamic acid tert-butyl ester

di-tert-butyl dicarbonate

Downstream raw materials:

C₂₀H₃₂N₂O₂

(S)-{[4-({[2-(1-isobutoxy-ethoxycarbamoyl)-benzo[b]thiophen-6-ylmethyl]-amino}-methyl)-cyclohexylmethyl]-amino}-phenyl-acetic acid tert-butyl ester