t-Butyl beta-chloropropionylcarbamate

Base Information

• Chemical Name: t-Butyl beta-chloropropionylcarbamate
• CAS No.: 120158-04-5
• Molecular Formula: C8H14 Cl N O3
• Molecular Weight: 207.657
• DSSTox Substance ID: DTXSID801175238
• Mol file: 120158-04-5.mol

Synonyms:120158-04-5;Carbamic acid, (3-chloro-1-oxopropyl)-, 1,1-dimethylethyl ester (9CI);TERT-BUTYL N-(3-CHLOROPROPANOYL)CARBAMATE;t-butyl beta-chloropropionylcarbamate;SCHEMBL9424991;QGCMSTMUCHUCCM-UHFFFAOYSA-N;DTXSID801175238;tert-Butyl (3-chloropropanoyl)carbamate;Carbamic acid, (3-chloro-1-oxopropyl)-, 1,1-dimethylethyl ester

Chemical Property of t-Butyl beta-chloropropionylcarbamate

Chemical Property:

• PSA: 55.40000
• LogP: 2.05750
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 207.0662210
• Heavy Atom Count: 13
• Complexity: 198

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NC(=O)CCCl

Technology Process of t-Butyl beta-chloropropionylcarbamate

There total 3 articles about t-Butyl beta-chloropropionylcarbamate 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: 92.0%

tert-butyl N-(3-chloropropyl)carbamate (116861-31-5) → t-butyl beta-chloropropionylcarbamate (120158-04-5)

Guidance literature:

With ruthenium(IV) oxide; sodium periodate; In ethyl acetate; for 10h; Ambient temperature;

Reference yield:

3-chloropropanoyl isocyanate (54898-89-4) → t-butyl beta-chloropropionylcarbamate (120158-04-5)

Guidance literature:

In 1,1-dichloroethane; tert-butyl alcohol;

Reference yield:

S-tert-butoxycarbonyl-4,6-dimethyl-2-mercaptopyrimidine (41840-28-2) → t-butyl beta-chloropropionylcarbamate (120158-04-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / triethylamine / H₂O; dioxane / 6 h / Ambient temperature

2: 92 percent / ruthenium dioxide hydrate, 10percent aqueous NaIO₄ / ethyl acetate / 10 h / Ambient temperature

With ruthenium(IV) oxide; sodium periodate; triethylamine; In 1,4-dioxane; water; ethyl acetate;

upstream raw materials:

tert-butyl N-(3-chloropropyl)carbamate

S-tert-butoxycarbonyl-4,6-dimethyl-2-mercaptopyrimidine

3-chloropropanoyl isocyanate

Downstream raw materials:

3-chloropropionamide

Refernces

• 1、 Tanaka, Ken-Ichi,Yoshifuji, Shigeyuki,Nitta, Yoshihiro. "A New Method for the Synthesis of Amides from Amines: Ruthenium Tetroxide Oxidation of N-Protected Alkylamines". . p. 3125 - 3129. Retrieved 2007/10/02.