Carbamic acid, (1,1-dimethyl-3-oxopropyl)-, 1,1-dimethylethyl ester (9CI)

Base Information

• Chemical Name: Carbamic acid, (1,1-dimethyl-3-oxopropyl)-, 1,1-dimethylethyl ester (9CI)
• CAS No.: 181646-38-8
• Molecular Formula: C10H19NO3
• Molecular Weight: 201.266
• Mol file: 181646-38-8.mol

Synonyms:3-(tert-butoxycarbonylamino)-3-methylbutanal;(1,1-dimethyl-3-oxo-propyl)carbamic acid tert-butylester;tert-butyl (1,1-dimethyl-3-oxo-propyl)-carbamate;tert-butyl (1,1-dimethyl-3-oxopropyl)carbamate;(1,1-Dimethyl-3-oxo-propyl)-carbamic acid tert-butyl ester;tert-butyl 2-methyl-4-oxobutan-2-ylcarbamate;

Chemical Property of Carbamic acid, (1,1-dimethyl-3-oxopropyl)-, 1,1-dimethylethyl ester (9CI)

Chemical Property:

• PSA: 55.40000
• LogP: 2.26960

Purity/Quality:

99% ^*data from raw suppliers

tert-Butyl2-Methyl-4-oxobutan-2-ylcarbamate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: tert-Butyl 2-Methyl-4-oxobutan-2-ylcarbamate is an intermediate used in the synthesis of (2E)-5-(tert-Butyloxycarbonylamino)-5-methylhex-2-enoic Acid (B809765), which is used in the preparation of C-terminal sulfonamide analogs of NN703 as growth hormone secretagogues.

Technology Process of Carbamic acid, (1,1-dimethyl-3-oxopropyl)-, 1,1-dimethylethyl ester (9CI)

There total 13 articles about Carbamic acid, (1,1-dimethyl-3-oxopropyl)-, 1,1-dimethylethyl ester (9CI) 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: 95.0%

tert-butyl (3-hydroxy-1,1-dimethyl-propyl)-carbamate (167216-22-0) → (1,1-dimethyl-3-oxo-propyl)-carbamic acid tert-butyl ester (181646-38-8)

Guidance literature:

With sulfur trioxide pyridine complex; triethylamine; In dimethyl sulfoxide;

DOI:10.1002/jlcr.456

Reference yield:

oxalyl dichloride (79-37-8) + tert-butyl (3-hydroxy-1,1-dimethyl-propyl)-carbamate (167216-22-0) → (1,1-dimethyl-3-oxo-propyl)-carbamic acid tert-butyl ester (181646-38-8)

Guidance literature:

With triethylamine; In n-heptane; dichloromethane; dimethyl sulfoxide;

Reference yield:

methyl 3-<<(tert-butoxy)carbonyl>amino>-3-methylbutanoate (145486-69-7) → (1,1-dimethyl-3-oxo-propyl)-carbamic acid tert-butyl ester (181646-38-8)

Guidance literature:

methyl 3-<<(tert-butoxy)carbonyl>amino>-3-methylbutanoate; With diisobutylaluminium hydride; In dichloromethane; toluene; at -78 ℃; for 2h;

With methanol; In dichloromethane; toluene;

With water; Rochelle's salt; In dichloromethane; toluene; at 0 - 20 ℃; for 0.5h;

upstream raw materials:

tert-butyl (3-hydroxy-1,1-dimethyl-propyl)-carbamate

1-hydroxy-3-methylbut-3-ylamine

di-tert-butyl dicarbonate

2,4,4-trimethyl-5,6-dihydro-1,3(4H)-oxazine

Downstream raw materials:

(+/-)-N-(3-Amino-3-methyl-butyl)-N-[(3-benzyl-7-chloro-4-oxo-3,4-dihydropyrrolo[2,1-f][1,2,4]triazin-2-yl)-cyclopropyl-methyl]-4-methyl-benzamide

{3-[1-(5-benzyl-3-methyl-4-oxo-4,5-dihydro-isothiazolo[5,4-d]pyrimidin-6-yl)-propylamino]-1,1-dimethyl-propyl}-carbamic acid tert-butyl ester

tert-butyl (4-amino-2-methylbutan-2-yl)carbamate

tert-butyl {3-[2-(1-ethyl-1-hydroxy-propyl)-phenylamino]-1,1-dimethyl-propyl}-carbamate

Refernces

• 1、 -. "DERIVATIVES OF PIPERLONGUMINE AND USES THEREOF". Page/Page column 227; 228. . Retrieved 2019/06/11.
• 2、 -. "MODULATORS OF SESTRIN-GATOR2 INTERACTION AND USES THEREOF". . . Retrieved 2017/05/15.