(S)-2-(N-t-butoxycarbonylamino)-3-(4'-benzyloxyphenyl)-iodopropane

Base Information

• Chemical Name: (S)-2-(N-t-butoxycarbonylamino)-3-(4'-benzyloxyphenyl)-iodopropane
• CAS No.: 172695-19-1
• Molecular Formula: C₂₁H₂₆INO₃
• Molecular Weight: 467.347
• Mol file: 172695-19-1.mol

Synonyms:(S)-2-(N-t-butoxycarbonylamino)-3-(4'-benzyloxyphenyl)-iodopropane

Chemical Property of (S)-2-(N-t-butoxycarbonylamino)-3-(4'-benzyloxyphenyl)-iodopropane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-(N-t-butoxycarbonylamino)-3-(4'-benzyloxyphenyl)-iodopropane

There total 2 articles about (S)-2-(N-t-butoxycarbonylamino)-3-(4'-benzyloxyphenyl)-iodopropane 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: 86.0%

O-benzyl N-Boc-L-tyrosinol (66605-58-1) → (S)-2-(N-t-butoxycarbonylamino)-3-(4'-benzyloxyphenyl)-iodopropane (172695-19-1)

Guidance literature:

With 1H-imidazole; diphenylphosphinopolystyrene; iodine; In dichloromethane; for 1h; Heating;

DOI:10.1016/0040-4020(95)00778-7

Reference yield:

O-benzyl-N-tert-butoxycarbonyl-L-tyrosine (2130-96-3,54784-43-9) → (S)-2-(N-t-butoxycarbonylamino)-3-(4'-benzyloxyphenyl)-iodopropane (172695-19-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 4-methyl-morpholine; chloroformic acid ethyl ester / tetrahydrofuran / 0.25 h / -15 °C

1.2: 0.5 h

1.3: 0.25 h

2.1: 1H-imidazole; iodine; triphenylphosphine / dichloromethane / 6 h

With 4-methyl-morpholine; 1H-imidazole; iodine; chloroformic acid ethyl ester; triphenylphosphine; In tetrahydrofuran; dichloromethane;

DOI:10.1039/c8ob01061g

Reference yield: 77.0%

tetraethylammoniumcyanide (13435-20-6) + (S)-2-(N-t-butoxycarbonylamino)-3-(4'-benzyloxyphenyl)-iodopropane (172695-19-1) → (S)-2-(N-t-butoxycarbonylamino)-3-(4'-benzyloxyphenyl)-propyl cyanide (172695-26-0)

Guidance literature:

In dichloromethane; for 4h; Heating;

DOI:10.1016/0040-4020(95)00778-7

upstream raw materials:

O-benzyl N-Boc-L-tyrosinol

O-benzyl-N-tert-butoxycarbonyl-L-tyrosine

Downstream raw materials:

(S)-2-(N-t-butoxycarbonylamino)-3-(4'-benzyloxyphenyl)-propyl cyanide