Tert-butyl [(1S)-1-(3-bromo-4-methoxyphenyl)ethyl]carbamate

Base Information

• Chemical Name: Tert-butyl [(1S)-1-(3-bromo-4-methoxyphenyl)ethyl]carbamate
• CAS No.: 701939-09-5
• Molecular Formula: C14H20 Br N O3
• Molecular Weight: 330.2175
• DSSTox Substance ID: DTXSID30703512
• Mol file: 701939-09-5.mol

Synonyms:701939-09-5;TERT-BUTYL [(1S)-1-(3-BROMO-4-METHOXYPHENYL)ETHYL]CARBAMATE;DTXSID30703512;EN300-12447271;tert-Butyl[(1S)-1-(3-bromo-4-methoxyphenyl)ethyl]carbamate;tert-butyl N-[(1S)-1-(3-bromo-4-methoxyphenyl)ethyl]carbamate

Chemical Property of Tert-butyl [(1S)-1-(3-bromo-4-methoxyphenyl)ethyl]carbamate

Chemical Property:

• Boiling Point: 412.6±40.0 °C(Predicted)
• PKA: 11.92±0.46(Predicted)
• PSA: 47.56000
• Density: 1.279±0.06 g/cm3(Predicted)
• LogP: 4.43430
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 329.06266
• Heavy Atom Count: 19
• Complexity: 304

Purity/Quality:

97% ^*data from raw suppliers

TERT-BUTYL-[(1S)-1-(3-BROMO-4-METHOXYPHENYL)ETHYL]CARBAMATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C1=CC(=C(C=C1)OC)Br)NC(=O)OC(C)(C)C
• Isomeric SMILES: C[C@@H](C1=CC(=C(C=C1)OC)Br)NC(=O)OC(C)(C)C

Technology Process of Tert-butyl [(1S)-1-(3-bromo-4-methoxyphenyl)ethyl]carbamate

There total 2 articles about Tert-butyl [(1S)-1-(3-bromo-4-methoxyphenyl)ethyl]carbamate 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: 38.0%

(S)-[1-(4-methoxyphenyl)ethyl]carbamic acid tert-butyl ester (221247-85-4) → (S)-[1-(3-bromo-4-methoxyphenyl)ethyl]carbamic acid tert-butyl ester (701939-09-5)

Guidance literature:

With hydrogenchloride; N-Bromosuccinimide; In acetone; at 20 ℃; for 2h;

DOI:10.1021/jm0305826

Reference yield:

(S)-1-(4-methoxyphenyl)ethylamine (6298-96-0,22038-86-4,35600-82-9,41851-59-6) → (S)-[1-(3-bromo-4-methoxyphenyl)ethyl]carbamic acid tert-butyl ester (701939-09-5)

Guidance literature:

Multi-step reaction with 2 steps

1: Et₃N / CH₂Cl₂ / 18 h / 20 °C

2: 38 percent / N-bromosuccinimide; aq. HCl / acetone / 2 h / 20 °C

With hydrogenchloride; N-Bromosuccinimide; triethylamine; In dichloromethane; acetone;

DOI:10.1021/jm0305826

Reference yield:

morpholine (110-91-8,99108-56-2) + (S)-[1-(3-bromo-4-methoxyphenyl)ethyl]carbamic acid tert-butyl ester (701939-09-5) → [1-(4-methoxy-3-morpholin-4-yl-phenyl)-ethyl]-carbamic acid tert-butyl ester (701939-11-9)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; johnphos; sodium t-butanolate; In toluene; at 100 ℃; for 18h;

DOI:10.1021/jm0305826

upstream raw materials:

(S)-[1-(4-methoxyphenyl)ethyl]carbamic acid tert-butyl ester

(S)-1-(4-methoxyphenyl)ethylamine

Downstream raw materials:

[1-(4-methoxy-3-morpholin-4-yl-phenyl)-ethyl]-carbamic acid tert-butyl ester

(S)-1-(4-methoxy-3-morpholin-4-ylphenyl)ethylamine