Glycine, N-[2-(1,1-diMethylethoxy)-2-oxoethyl]-N-[4-(hydroxyMethyl)-2-oxo-2H-1-benzopyran-7-yl]-, 1,1-diMethylethyl ester

Base Information

• Chemical Name: Glycine, N-[2-(1,1-diMethylethoxy)-2-oxoethyl]-N-[4-(hydroxyMethyl)-2-oxo-2H-1-benzopyran-7-yl]-, 1,1-diMethylethyl ester
• CAS No.: 876275-36-4
• Molecular Formula: C22H29NO7
• Molecular Weight: 419.475
• Mol file: 876275-36-4.mol

Synonyms:7-[bis(tert-butoxycarbonylmethyl)amino]-4-(hydroxymethyl)coumarin;Glycine, N-[2-(1,1-dimethylethoxy)-2-oxoethyl]-N-[4-(hydroxymethyl)-2-oxo-2H-1-benzopyran-7-yl]-, 1,1-dimethylethyl ester;

Chemical Property of Glycine, N-[2-(1,1-diMethylethoxy)-2-oxoethyl]-N-[4-(hydroxyMethyl)-2-oxo-2H-1-benzopyran-7-yl]-, 1,1-diMethylethyl ester

Chemical Property:

• PSA: 106.28000
• LogP: 2.77510

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Glycine, N-[2-(1,1-diMethylethoxy)-2-oxoethyl]-N-[4-(hydroxyMethyl)-2-oxo-2H-1-benzopyran-7-yl]-, 1,1-diMethylethyl ester

There total 7 articles about Glycine, N-[2-(1,1-diMethylethoxy)-2-oxoethyl]-N-[4-(hydroxyMethyl)-2-oxo-2H-1-benzopyran-7-yl]-, 1,1-diMethylethyl ester 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: 90.0%

di-tert-butyl 2,2'-((4-formyl-2-oxo-2H-chromen-7-yl)azanediyl)diacetate (876275-35-3) → di-tert-butyl 2,2'-((4-(hydroxymethyl)-2-oxo-2H-chromen-7-yl)azanediyl)diacetate (876275-36-4)

Guidance literature:

With methanol; sodium tetrahydroborate; at 20 ℃; for 1h;

DOI:10.1021/acs.orglett.9b03568

Reference yield: 61.0%

di-tert-butyl 2,2'-((4-methyl-2-oxo-2H-chromen-7-yl)azanediyl)diacetate (876275-34-2) → di-tert-butyl 2,2'-((4-(hydroxymethyl)-2-oxo-2H-chromen-7-yl)azanediyl)diacetate (876275-36-4)

Guidance literature:

di-tert-butyl 2,2'-((4-methyl-2-oxo-2H-chromen-7-yl)azanediyl)diacetate; With selenium(IV) oxide; In para-xylene; for 24h; Heating;

With sodium tetrahydroborate; In ethanol; at 20 ℃; for 1h; Further stages.;

DOI:10.1016/j.bmc.2008.04.022

Reference yield:

7-amino-4-methylcoumarin. (26093-31-2) → di-tert-butyl 2,2'-((4-(hydroxymethyl)-2-oxo-2H-chromen-7-yl)azanediyl)diacetate (876275-36-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 31 percent / ethyldiisopropylamine; NaI / acetonitrile / 24 h / Heating

2: 80 percent / selenium dioxide / p-xylene / 6 h / Heating

3: 74 percent / NaBH₄ / ethanol / 2 h / 20 °C

With sodium tetrahydroborate; selenium(IV) oxide; N-ethyl-N,N-diisopropylamine; sodium iodide; In ethanol; para-xylene; acetonitrile;

DOI:10.1002/anie.200502411

upstream raw materials:

di-tert-butyl 2,2'-((4-formyl-2-oxo-2H-chromen-7-yl)azanediyl)diacetate

7-{[(tert-butoxycarbonyl)methyl]amino}-4-methylcoumarin

di-tert-butyl 2,2'-((4-methyl-2-oxo-2H-chromen-7-yl)azanediyl)diacetate

7-amino-4-methylcoumarin.

Downstream raw materials:

N-Boc-L-phenylalanine {7-[bis(tert-butoxycarbonylmethyl)amino]coumarin-4-yl}methyl ester

{7-[bis(carboxymethyl)amino]coumarin-4-yl}methyl phenylacetate