tert-Butyl methyl(3-oxopropyl)carbamate

Base Information

• Chemical Name: tert-Butyl methyl(3-oxopropyl)carbamate
• CAS No.: 273757-11-2
• Molecular Formula: C9H17NO3
• Molecular Weight: 187.239
• Hs Code.: 2924199090
• European Community (EC) Number: 873-574-0
• DSSTox Substance ID: DTXSID60439933
• Nikkaji Number: J3.541.256E
• Mol file: 273757-11-2.mol

Synonyms:273757-11-2;tert-Butyl methyl(3-oxopropyl)carbamate;Tert-butyl N-methyl-N-(3-oxopropyl)carbamate;Methyl-(3-oxo-propyl)-carbamic acid tert-butyl ester;N-Boc-N-methyl-3-amino-propanaldehyde;SCHEMBL380577;DTXSID60439933;JBAKABOTZNERRZ-UHFFFAOYSA-N;Carbamic acid, methyl(3-oxopropyl)-, 1,1-dimethylethyl ester;AB8776;MFCD09751791;tert-Butylmethyl(3-oxopropyl)carbamate;SB36330;AS-44915;3-(Methyl tert-butoxycarbonylamino)propanal;FT-0764405;J3.541.256E;EN300-199178;1,1-Dimethylethyl N-methyl-(3-oxopropyl)carbamate;methyl(3-oxopropyl)carbamic acid, 1,1-dimethylethyl ester;Methyl-(3-oxopropyl)carbamic acid, 1,1-dimethylethyl ester;N-Methyl-(3-oxopropyl)carbamic acid, 1,1-dimethylethyl ester

Chemical Property of tert-Butyl methyl(3-oxopropyl)carbamate

Chemical Property:

• Boiling Point: 250.5±19.0 °C(Predicted)
• PKA: -1.43±0.70(Predicted)
• PSA: 46.61000
• Density: 1.011±0.06 g/cm3(Predicted)
• LogP: 1.44230
• Storage Temp.: Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 187.12084340
• Heavy Atom Count: 13
• Complexity: 184

Purity/Quality:

98% ^*data from raw suppliers

N-Boc-N-methyl-3-amino-propanaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N(C)CCC=O

Technology Process of tert-Butyl methyl(3-oxopropyl)carbamate

There total 1 articles about tert-Butyl methyl(3-oxopropyl)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:

N-tert-butoxycarbonyl-3-aminopropanol (58885-58-8) → tert-butyl methyl(3-oxopropyl)carbamate (273757-11-2)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 1H-imidazole / dichloromethane / 0.17 h / 20 °C

1.2: 1 h / 0 - 20 °C

2.1: sodium hydride / tetrahydrofuran / 0 - 10 °C

2.2: 10 - 20 °C

3.1: water; acetic acid / tetrahydrofuran / 0 - 20 °C

4.1: sodium hypochlorite; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; sodium hydrogencarbonate / dichloromethane; water / 0.75 h / 0 °C

With 1H-imidazole; sodium hypochlorite; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; water; sodium hydride; sodium hydrogencarbonate; acetic acid; In tetrahydrofuran; dichloromethane; water;

Reference yield: 99.0%

(R)-methyl 3-(2-((S)-3-((S)-3-amino-4-(4-(methylsulfonyl)phenyl)butanamido)-2-oxo-2,3,4,5-tetrahydro-1Hbenzo[b]azepin-1-yl)acetamido)-4-(3,4-dichlorophenyl)butanoate + tert-butyl methyl(3-oxopropyl)carbamate (273757-11-2) → C43H55Cl2N5O9S

Guidance literature:

With sodium tris(acetoxy)borohydride; In 1,2-dichloro-ethane; at 23 ℃; for 0.5h;

DOI:10.1021/acsmedchemlett.6b00464

Reference yield: 74.0%

(R)-methyl 3-(2-((S)-3-((S)-3-amino-4-(4-chlorophenyl)butanamido)-2-oxo-2,3,4,5-tetrahydro-1H-benzo[b]azepin-1-yl)acetamido)-4-(3-bromo-4-chlorophenyl)butanoate + tert-butyl methyl(3-oxopropyl)carbamate (273757-11-2) → (R)-methyl 4-(3-bromo-4-chlorophenyl)-3-(2-((S)-3-((S)-3-((3-((tertbutoxycarbonyl)(methyl)amino)propyl)amino)-4-(4-chlorophenyl)butanamido)-2-oxo-2,3,4,5-tetrahydro-1H-benzo[b]azepin-1-yl)acetamido)butanoate

Guidance literature:

(R)-methyl 3-(2-((S)-3-((S)-3-amino-4-(4-chlorophenyl)butanamido)-2-oxo-2,3,4,5-tetrahydro-1H-benzo[b]azepin-1-yl)acetamido)-4-(3-bromo-4-chlorophenyl)butanoate; tert-butyl methyl(3-oxopropyl)carbamate; In dichloromethane; at 20 ℃; for 0.5h;

With sodium tris(acetoxy)borohydride; In dichloromethane; at 0 - 20 ℃; for 4h;

DOI:10.1021/acsmedchemlett.6b00464

upstream raw materials:

N-tert-butoxycarbonyl-3-aminopropanol

Downstream raw materials:

3-benzyloxycarbonylamino-5-(tert-butoxycarbonyl-methyl-amino)-pentanoic acid tert-butyl ester

3-[benzyl-(1-phenyl-ethyl)-amino]-5-(tert-butoxycarbonyl-methyl-amino)-pentanoic acid tert-butyl ester

{3-[[2-(dimethylaminomethyleneamino)pyridin-3-yl]-(4-methoxybenzyl)amino]propyl}methylcarbamic acid tert-butyl ester

Refernces