(3S,9S,12S)-6-Hydroxy-9-(4-hydroxy-benzyl)-12-isopropyl-3,6-dimethyl-1-oxa-4,7,10-triaza-cyclododecane-2,5,8,11-tetraone

Base Information

• Chemical Name: (3S,9S,12S)-6-Hydroxy-9-(4-hydroxy-benzyl)-12-isopropyl-3,6-dimethyl-1-oxa-4,7,10-triaza-cyclododecane-2,5,8,11-tetraone
• CAS No.: 74158-42-2
• Molecular Formula: C₂₀H₂₇N₃O₇
• Molecular Weight: 421.45
• Mol file: 74158-42-2.mol

Synonyms:(3S,9S,12S)-6-Hydroxy-9-(4-hydroxy-benzyl)-12-isopropyl-3,6-dimethyl-1-oxa-4,7,10-triaza-cyclododecane-2,5,8,11-tetraone

Chemical Property of (3S,9S,12S)-6-Hydroxy-9-(4-hydroxy-benzyl)-12-isopropyl-3,6-dimethyl-1-oxa-4,7,10-triaza-cyclododecane-2,5,8,11-tetraone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3S,9S,12S)-6-Hydroxy-9-(4-hydroxy-benzyl)-12-isopropyl-3,6-dimethyl-1-oxa-4,7,10-triaza-cyclododecane-2,5,8,11-tetraone

There total 5 articles about (3S,9S,12S)-6-Hydroxy-9-(4-hydroxy-benzyl)-12-isopropyl-3,6-dimethyl-1-oxa-4,7,10-triaza-cyclododecane-2,5,8,11-tetraone 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: 77.0%

(S)-2-(2-Oxo-propionylamino)-propionic acid (S)-1-[(S)-1-carbamoyl-2-(4-hydroxy-phenyl)-ethylcarbamoyl]-2-methyl-propyl ester (74872-75-6) → (3S,9S,12S)-6-Hydroxy-9-(4-hydroxy-benzyl)-12-isopropyl-3,6-dimethyl-1-oxa-4,7,10-triaza-cyclododecane-2,5,8,11-tetraone (74158-42-2)

Guidance literature:

With hydrogen fluoride; at 0 ℃; for 1h;

DOI:10.1016/S0040-4039(00)71467-5

Reference yield:

(S)-2-amino-3-(4-hydroxyphenyl)propanamide hydrochloride (53559-18-5,117888-79-6,117888-80-9,2442565-30-0) → (3S,9S,12S)-6-Hydroxy-9-(4-hydroxy-benzyl)-12-isopropyl-3,6-dimethyl-1-oxa-4,7,10-triaza-cyclododecane-2,5,8,11-tetraone (74158-42-2)

Guidance literature:

Multi-step reaction with 5 steps

1: 43 percent / 1-ethyl-3-(3'-dimethylaminopropyl)carbodiimide

3: 1-ethyl-3-(3'-dimethylaminopropyl)carbodiimide

4: H₂O, 1M HCl / acetic acid

5: 77 percent / HF / 1 h / 0 °C

With hydrogenchloride; hydrogen fluoride; water; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In acetic acid;

DOI:10.1016/S0040-4039(00)71467-5

Reference yield:

(S)-2-Amino-propionic acid (S)-1-[(S)-1-carbamoyl-2-(4-hydroxy-phenyl)-ethylcarbamoyl]-2-methyl-propyl ester (74872-74-5) → (3S,9S,12S)-6-Hydroxy-9-(4-hydroxy-benzyl)-12-isopropyl-3,6-dimethyl-1-oxa-4,7,10-triaza-cyclododecane-2,5,8,11-tetraone (74158-42-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 1-ethyl-3-(3'-dimethylaminopropyl)carbodiimide

2: H₂O, 1M HCl / acetic acid

3: 77 percent / HF / 1 h / 0 °C

With hydrogenchloride; hydrogen fluoride; water; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In acetic acid;

DOI:10.1016/S0040-4039(00)71467-5

upstream raw materials:

(S)-2-(2-Oxo-propionylamino)-propionic acid (S)-1-[(S)-1-carbamoyl-2-(4-hydroxy-phenyl)-ethylcarbamoyl]-2-methyl-propyl ester

(S)-2-amino-3-(4-hydroxyphenyl)propanamide hydrochloride

(S)-2-Amino-propionic acid (S)-1-[(S)-1-carbamoyl-2-(4-hydroxy-phenyl)-ethylcarbamoyl]-2-methyl-propyl ester

(S)-2-(2-tert-Butoxycarbonylamino-acryloylamino)-propionic acid (S)-1-[(S)-1-carbamoyl-2-(4-hydroxy-phenyl)-ethylcarbamoyl]-2-methyl-propyl ester