N-Boc-2-aminoacetaldehyde

Base Information

• Chemical Name: N-Boc-2-aminoacetaldehyde
• CAS No.: 89711-08-0
• Molecular Formula: C7H13NO3
• Molecular Weight: 159.185
• Hs Code.: 2924297099
• ChEMBL ID: CHEMBL94805
• DSSTox Substance ID: DTXSID70401186
• Nikkaji Number: J982.896F
• Wikidata: Q72447810
• Mol file: 89711-08-0.mol

Synonyms:N-Boc-2-aminoacetaldehyde;89711-08-0;tert-Butyl N-(2-oxoethyl)carbamate;tert-butyl 2-oxoethylcarbamate;tert-butyl (2-oxoethyl)carbamate;(2-Oxo-ethyl)-carbamic acid tert-butyl ester;t-butyl n-(2-oxoethyl)cabamate;CHEMBL94805;Carbamic acid, (2-oxoethyl)-, 1,1-dimethylethyl ester;N-Boc-2-aminoacetaldehyde, 95%;MFCD01321273;boc-glycinal;boc-l-glycinal;n-boc glycinal;tert-butyl n-(2-oxoethyl)cabamate;N-bocaminoacetaldehyde;(bocamino)acetaldehyde;(bocamino) acetaldehyde;N-Boc-aminoacetaldehyde;N-(t-Butoxycarbonyl)glycinal;SCHEMBL248984;t-butyl (2-oxoethyl)carbamate;tert-butyl formylmethylcarbamate;tert-butyl(2-oxoethyl)carbamate;t-butoxycarbonylarninoacetaldehyde;t-butyl (n-2-oxoethyl)carbamate;t-butyl-n-(2-oxoethyl)carbamate;DTXSID70401186;t-butyl N-(2-oxoethyl)carbamate;ACNRTYKOPZDRCO-UHFFFAOYSA-N;t-butyl N-(2-oxoethyl)-carbamate;AMY15423;tert-butyl-N-(2-oxoethyl)carbamate;BDBM50137819;MFCD00801196;N-tert-butoxycarbonylaminoacetaldehyde;2-(t-Butoxycarbonylamino)acetaldehyde;AKOS015950791;2-(tert-butoxycarbonylamino)acetaldehyde;(2-oxo-ethyl)-carbamic tert-butyl ester;1,1-dimethylethyl (2-oxoethyl)carbamate;Boc-Gly-PAM resin (100-200 mesh);(2-oxo-ethyl)carbamic acid t-butyl ester;(2-oxoethyl)carbamic acid tert-butyl ester;1,1-dimethylethyl N-(2-oxoethyl)carbamate;(2-oxoethyl)-carbamic acid tert-butyl ester;FT-0649527;N-Boc-2-aminoacetaldehyde (Technical Grade);EN300-66991;N-(2-Oxoethyl)-carbamic acid Tert-Butyl ester;A843289;J-522968;tert-butyl N-(2-oxoethyl)carbamate;Boc-glycine Merrifield resin Mesh Size 100-200 Substitution 0.8-1.2 meq/g 1% DVB

Chemical Property of N-Boc-2-aminoacetaldehyde

Chemical Property:

• Vapor Pressure: 0.0454mmHg at 25°C
• Refractive Index: n20/D 1.455(lit.)
• Boiling Point: 237.2 °C at 760 mmHg
• PKA: 11.35±0.46(Predicted)
• Flash Point: 97.3 °C
• PSA: 55.40000
• Density: 1.035 g/cm³
• LogP: 1.10090
• Storage Temp.: ?20°C
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 159.08954328
• Heavy Atom Count: 11
• Complexity: 148

Purity/Quality:

98%,99%, ^*data from raw suppliers

N-Boc-2-aminoacetaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NCC=O
• Uses: N-Boc-2-aMinoacetaldehyde can be also used in a three-component synthesis of pyrrolidines involving 1,3-dipolar cycloaddition. N-Boc-2-aminoacetaldehyde is used in the synthesis of carbohydrates as well as studies relating to inhibitors of cathepsin K. A building block in the synthesis of a protected pyrroloproline.

Technology Process of N-Boc-2-aminoacetaldehyde

There total 4 articles about N-Boc-2-aminoacetaldehyde 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: 94.0%

tert-butyl N-(2,3-dihydroxypropyl)carbamate (137618-48-5) → N-(t-butoxycarbonyl)glycinal (89711-08-0)

Guidance literature:

With sodium periodate; at 20 ℃; for 2h;

DOI:10.1002/jhet.5570450223

Reference yield: 90.0%

N-(tert-butoxycarbonyl)glycine methyl ester (31954-27-5) → N-(t-butoxycarbonyl)glycinal (89711-08-0)

Guidance literature:

With diisobutylaluminium hydride;

DOI:10.1021/jo016250v

Reference yield:

potassium metaperiodate (7790-21-8) + 3-Amino-1,2-propanediol(80.0 g; 0.88 mol) + di-tert-butyl dicarbonate (24424-99-5) + tert-butyl N-(2,3-dihydroxypropyl)carbamate (137618-48-5) → N-(t-butoxycarbonyl)glycinal (89711-08-0)

Guidance literature:

With hydrogenchloride; sodium hydroxide; In water; ethyl acetate;

upstream raw materials:

N-(tert-butoxycarbonyl)glycine methyl ester

tert-butyl N-(2,3-dihydroxypropyl)carbamate

potassium metaperiodate

di-tert-butyl dicarbonate

Downstream raw materials:

tert-butyl N-[(2E)-3-(4-nitrophenyl)prop-2-en-1-yl]carbamate

(S)-3-Benzyloxy-2-(2-tert-butoxycarbonylamino-ethylamino)-propionic acid

[2-(2-Phenylamino-ethylamino)-ethyl]-carbamic acid tert-butyl ester

[2-(1,1-Dimethyl-2-{(R)-2-oxo-1-[2'-(1H-tetrazol-5-yl)-biphenyl-4-ylmethyl]-2,3,4,5-tetrahydro-1H-benzo[b]azepin-3-ylcarbamoyl}-ethylamino)-ethyl]-carbamic acid tert-butyl ester

Refernces

• 1、 -. "DIFLUOROHALOALLYLAMINE SULFONE DERIVATIVE INHIBITORS OF LYSYL OXIDASES, METHODS OF PREPARATION, AND USES THEREOF". Paragraph 0282-0283. . Retrieved 2021/01/29.
• 2、 Zhang, Huaisheng,Harmon, Moeshia,Radoshitzky, Sheli R.,Soloveva, Veronica,Kane, Christopher D.,Duplantier, Allen J.,Ogungbe, Ifedayo Victor. "Vinyl Sulfone-Based Inhibitors of Nonstructural Protein 2 Block the Replication of Venezuelan Equine Encephalitis Virus". supporting information. p. 2139 - 2145. Retrieved 2020/12/17.