2-(Cbz-aMino)acetaldehyde DiMethyl Acetal

Base Information

• Chemical Name: 2-(Cbz-aMino)acetaldehyde DiMethyl Acetal
• CAS No.: 114790-39-5
• Molecular Formula: C12H17NO4
• Molecular Weight: 239.271
• Hs Code.: 2924299090
• Mol file: 114790-39-5.mol

Synonyms:Carbamic acid,N-(2,2-dimethoxyethyl)-,phenylmethyl ester;Benzyl (2,2-dimethoxyethyl)carbamate;2-(Cbz-amino)acetaldehyde Dimethyl Acetal;

Chemical Property of 2-(Cbz-aMino)acetaldehyde DiMethyl Acetal

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 364.4±42.0 °C(Predicted)
• PKA: 12.42±0.46(Predicted)
• PSA: 60.28000
• Density: 1.119±0.06 g/cm3(Predicted)
• LogP: 1.73610
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

99.3% ^*data from raw suppliers

2-(CBZ-Amino)acetaldehydeDimethylAcetal ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: 2-(CBZ-Amino)acetaldehyde Dimethyl Acetal is used for deacetylation in preparation of analogs of 1,3-dihydroxyacetone phosphate and glyceraldehyde 3-phosphate.

Technology Process of 2-(Cbz-aMino)acetaldehyde DiMethyl Acetal

There total 5 articles about 2-(Cbz-aMino)acetaldehyde DiMethyl Acetal 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%

benzyl chloroformate (501-53-1,94274-21-2) + 2,2-dimethoxyethylamine (22483-09-6) → benzyl N-(2,2-dimethoxyethyl)carbamate (114790-39-5)

Guidance literature:

With potassium carbonate; In diethyl ether; water; at 0 - 20 ℃; for 16h; Inert atmosphere;

DOI:10.1021/jacs.5b11892

Reference yield:

N-(Benzyloxycarbonyloxy)succinimide (13139-17-8) + 2,2-dimethoxyethylamine (22483-09-6) → benzyl N-(2,2-dimethoxyethyl)carbamate (114790-39-5)

Guidance literature:

With triethylamine; In toluene; at 5 - 30 ℃; for 1.25h;

Reference yield:

N-benzyloxycarbonylglycinal (67561-03-9) + trimethyl orthoformate (149-73-5) → benzyl N-(2,2-dimethoxyethyl)carbamate (114790-39-5)

Guidance literature:

With magnesium sulfate; toluene-4-sulfonic acid; In methanol; dichloromethane; at -78 - 20 ℃;

DOI:10.1016/j.tet.2019.130883

upstream raw materials:

benzyl chloroformate

2,2-dimethoxyethylamine

N-(Benzyloxycarbonyloxy)succinimide

3-[(benzyloxycarbonyl)amino]propanal

Downstream raw materials:

(±) benzyl 3-amino-4-(hydroxymethyl)pyrrolidine-1-carboxylate

cis-benzyl 3-[[(tert-butoxy)carbonyl]amino]-4-(hydroxymethyl)pyrrolidine-1-carboxylate

Benzyl (4aS,7aS)-2,2-dimethylhexahydropyrrolo[3,4-d][1,3]oxazine-6(4H)-carboxylate (R)-mandelate

benzyl (3S,4S)-3-(amino)-4-{[(methylsulfonyl)oxy]methyl}-1-pyrrolidinecarboxylate trifluoroacetate

Refernces

• 1、 Yoo, Jae Won,Seo, Youngran,Park, Jong Beom,Kim, Young Gyu. "Two-way homologation of aliphatic aldehydes: Both one-carbon shortening and lengthening via the same intermediate". . . Retrieved 2020/01/13.
• 2、 Hooper, Joel F.,Seo, Sangwon,Truscott, Fiona R.,Neuhaus, James D.,Willis, Michael C.. "α-Amino Aldehydes as Readily Available Chiral Aldehydes for Rh-Catalyzed Alkyne Hydroacylation". supporting information. p. 1630 - 1634. Retrieved 2016/02/20.