(S)-tert-butyl 1-(1-amino-3-(4-iodophenyl)-1-oxopropan-2-ylcarbamoyl)cycloheptylcarbamate

Base Information

• Chemical Name: (S)-tert-butyl 1-(1-amino-3-(4-iodophenyl)-1-oxopropan-2-ylcarbamoyl)cycloheptylcarbamate
• CAS No.: 1352152-85-2
• Molecular Formula: C₂₂H₃₂IN₃O₄
• Molecular Weight: 529.418
• Mol file: 1352152-85-2.mol

Synonyms:(S)-tert-butyl 1-(1-amino-3-(4-iodophenyl)-1-oxopropan-2-ylcarbamoyl)cycloheptylcarbamate

Chemical Property of (S)-tert-butyl 1-(1-amino-3-(4-iodophenyl)-1-oxopropan-2-ylcarbamoyl)cycloheptylcarbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-tert-butyl 1-(1-amino-3-(4-iodophenyl)-1-oxopropan-2-ylcarbamoyl)cycloheptylcarbamate

There total 3 articles about (S)-tert-butyl 1-(1-amino-3-(4-iodophenyl)-1-oxopropan-2-ylcarbamoyl)cycloheptylcarbamate 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:

N-Boc-4-I-Phe-OH (103882-09-3,62129-44-6) → (S)-tert-butyl 1-(1-amino-3-(4-iodophenyl)-1-oxopropan-2-ylcarbamoyl)cycloheptylcarbamate (1352152-85-2)

Guidance literature:

Multi-step reaction with 3 steps

1.1: O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethylmorpholine; / N,N-dimethyl-formamide / 0.5 h / 20 °C

1.2: 16 h / 0 - 28 °C

2.1: trifluoroacetic acid / dichloromethane / 50 h

3.1: N-ethyl-N,N-diisopropylamine; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate / N,N-dimethyl-formamide / 72 h / 17 - 28 °C

With N-ethylmorpholine;; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide;

Reference yield:

1-(tert-butoxycarbonylamino) cycloheptanecarboxylic acid (199330-56-8) + (S)-2-amino-3-(4-iodophenyl)propionamamide (97964-72-2) → (S)-tert-butyl 1-(1-amino-3-(4-iodophenyl)-1-oxopropan-2-ylcarbamoyl)cycloheptylcarbamate (1352152-85-2)

Guidance literature:

With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 17 - 28 ℃; for 72h;

Reference yield:

[(1S)-1-carbamoyl-2-(4-iodophenyl)ethyl]carbamic acid tert-butyl ester (868694-44-4) → (S)-tert-butyl 1-(1-amino-3-(4-iodophenyl)-1-oxopropan-2-ylcarbamoyl)cycloheptylcarbamate (1352152-85-2)

Guidance literature:

Multi-step reaction with 2 steps

1: trifluoroacetic acid / dichloromethane / 50 h

2: N-ethyl-N,N-diisopropylamine; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate / N,N-dimethyl-formamide / 72 h / 17 - 28 °C

With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide;

upstream raw materials:

N-Boc-4-I-Phe-OH

1-(tert-butoxycarbonylamino) cycloheptanecarboxylic acid

(S)-2-amino-3-(4-iodophenyl)propionamamide

[(1S)-1-carbamoyl-2-(4-iodophenyl)ethyl]carbamic acid tert-butyl ester

Downstream raw materials:

(S)-tert-butyl 1-(1-amino-3-(4-(1-methyl-6-oxo-1,6-dihydropyridin-3-yl)phenyl)-1-oxopropan-2-ylcarbamoyl)cycloheptylcarbamate

(S)-tert-butyl 1-(1-cyano-2-(4-(1-methyl-6-oxo-1,6-dihydropyridin-3-yl)phenyl)ethylcarbamoyl)cycloheptylcarbamate

(S)-1-amino-N-(1-cyano-2-(4-(1-methyl-6-oxo-1,6-dihydropyridin-3-yl)phenyl)ethyl)cycloheptanecarboxamide

Refernces