tert-Butyl (5-forMyl-2,2-diMethyl-1,3-dioxan-5-yl)carbaMate

Base Information

• Chemical Name: tert-Butyl (5-forMyl-2,2-diMethyl-1,3-dioxan-5-yl)carbaMate
• CAS No.: 364631-73-2
• Molecular Formula: C12H21NO5
• Molecular Weight: 259.302
• Mol file: 364631-73-2.mol

Synonyms:Carbamic acid, N-(5-formyl-2,2-dimethyl-1,3-dioxan-5-yl)-, 1,1-dimethylethyl ester;tert-Butyl(5-formyl-2,2-dimethyl-1,3-dioxan-5-yl)carbamate;

Chemical Property of tert-Butyl (5-forMyl-2,2-diMethyl-1,3-dioxan-5-yl)carbaMate

Chemical Property:

• Melting Point: 116-119℃ (ethyl ether hexane )
• PSA: 73.86000
• LogP: 1.62260
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C

Purity/Quality:

97% ^*data from raw suppliers

tert-Butyl(5-formyl-2,2-dimethyl-1,3-dioxan-5-yl)carbamate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of tert-Butyl (5-forMyl-2,2-diMethyl-1,3-dioxan-5-yl)carbaMate

There total 6 articles about tert-Butyl (5-forMyl-2,2-diMethyl-1,3-dioxan-5-yl)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: 99.0%

tert-butyl N-[5-(hydroxymethyl)-2,2-dimethyl-1,3-dioxan-5-yl]carbamate (364631-72-1) → tert-butyl 5-formyl-2,2-dimethyl-1,3-dioxan-5-ylcarbamate (364631-73-2)

Guidance literature:

tert-butyl N-[5-(hydroxymethyl)-2,2-dimethyl-1,3-dioxan-5-yl]carbamate; With oxalyl dichloride; dimethyl sulfoxide; In dichloromethane; at -78 ℃; for 2h;

With triethylamine; In dichloromethane; at 20 ℃;

Reference yield:

N-(tert-butyloxycarbonyl)-2-amino-2-(hydroxymethyl)propane-1,3-diol (146651-71-0) → tert-butyl 5-formyl-2,2-dimethyl-1,3-dioxan-5-ylcarbamate (364631-73-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 9.42 g / p-TsOH*H₂O / dimethylformamide

2: 98 percent / oxalyl chloride; DMSO; triethylamine / CH₂Cl₂ / -78 - 20 °C

With oxalyl dichloride; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; In dichloromethane; N,N-dimethyl-formamide; 2: Swern oxidation;

DOI:10.1021/jo048817o

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → tert-butyl 5-formyl-2,2-dimethyl-1,3-dioxan-5-ylcarbamate (364631-73-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 72 percent / Et₃N / methanol / 3 h / 20 °C

2: 76 percent / p-TsOH / 18 h / 20 °C

3: 78 percent / 4 Angstroem MS; PCC / CH₂Cl₂ / 12 h / 20 °C

With 4 Angstroem MS; toluene-4-sulfonic acid; triethylamine; pyridinium chlorochromate; In methanol; dichloromethane;

DOI:10.1016/S0968-0896(03)00156-1

upstream raw materials:

tert-butyl N-[5-(hydroxymethyl)-2,2-dimethyl-1,3-dioxan-5-yl]carbamate

(5-amino-2,2-dimethyl-1,3-dioxan-5-yl)methanol

di-tert-butyl dicarbonate

N-(tert-butyloxycarbonyl)-2-amino-2-(hydroxymethyl)propane-1,3-diol

Downstream raw materials:

C₂₅H₄₁NO₆

(E)-tert-butyl (5-{4-[methoxy(methyl)carbamoyl]styryl}-2,2-dimethyl-1,3-dioxan-5-yl)carbamate

C₂₃H₃₃NO₆

{5-[5-(4-iodo-phenyl)-1H-imidazol-2-yl]-2,2-dimethyl-[1,3]dioxan-5-yl}-carbamic acid tert-butyl ester