AMINO-(TETRAHYDRO-PYRAN-4-YL)-ACETIC ACID METHYL ESTER

Base Information

• Chemical Name: AMINO-(TETRAHYDRO-PYRAN-4-YL)-ACETIC ACID METHYL ESTER
• CAS No.: 477585-43-6
• Molecular Formula: C8H15NO3
• Molecular Weight: 173.212
• Hs Code.: 2932999099
• Mol file: 477585-43-6.mol

Synonyms:AMINO-(TETRAHYDRO-PYRAN-4-YL)-ACETIC ACID METHYL ESTER;(2S, 2R)-GLY-4-PYRANOYL-OME;METHYL AMINO(TETRAHYDRO-2H-PYRAN-4-YL)ACETATE;METHYL AMINO-(4-TETRAHYDROPYRANYL) ACETATE

Chemical Property of AMINO-(TETRAHYDRO-PYRAN-4-YL)-ACETIC ACID METHYL ESTER

Chemical Property:

• PSA: 61.55000
• LogP: 0.61360
• Storage Temp.: 2-8°C(protect from light)

Purity/Quality:

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

MethylAminotetrahydropyran-4-ylacetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of AMINO-(TETRAHYDRO-PYRAN-4-YL)-ACETIC ACID METHYL ESTER

There total 2 articles about AMINO-(TETRAHYDRO-PYRAN-4-YL)-ACETIC ACID METHYL 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: 100.0%

methyl 2-(((benzyloxy)carbonyl)amino)-2-(dihydro-2H-pyran-4(3H)-ylidene)acetate (477584-90-0) → methyl 2-amino-2-(tetrahydro-2H-pyran-4-yl)acetate (477585-43-6,871301-35-8)

Guidance literature:

With hydrogen; 5%-palladium/activated carbon; In tetrahydrofuran; methanol; for 24h;

Reference yield:

Tetrahydro-4H-pyran-4-one (29943-42-8,143562-54-3) → methyl 2-amino-2-(tetrahydro-2H-pyran-4-yl)acetate (477585-43-6,871301-35-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 0.5 h / 10 - 35 °C

1.2: 10 - 35 °C

2.1: palladium 10% on activated carbon; hydrogen / methanol / 48 h / 10 - 35 °C / 760.05 Torr

With palladium 10% on activated carbon; hydrogen; 1,8-diazabicyclo[5.4.0]undec-7-ene; In methanol; acetonitrile;

Reference yield: 92.0%

methyl 2-amino-2-(tetrahydro-2H-pyran-4-yl)acetate (477585-43-6,871301-35-8) + di-tert-butyl dicarbonate (24424-99-5) → methyl 2-((tert-butoxy)carbonyl)amino-2-(tetrahydro-2H-pyran-4-yl)acetate (1188366-14-4)

Guidance literature:

With sodium carbonate; In 1,4-dioxane; water; at 25 ℃; for 2h;

upstream raw materials:

methyl 2-(((benzyloxy)carbonyl)amino)-2-(dihydro-2H-pyran-4(3H)-ylidene)acetate

Tetrahydro-4H-pyran-4-one

Downstream raw materials:

racemic Cbz-pyranylglycine methyl ester

(R)-N-Cbz-pyranylglycine methyl ester

(S)-N-Cbz-pyranyl glycine methyl ester

2-((tert-butoxy)carbonyl)amino-2-(tetrahydro-2H-pyran-4-yl)acetic acid

Refernces

• 1、 -. "Bcl-2 INHIBITORS". Paragraph 0088; 0107; 0109-0110. . Retrieved 2021/05/07.
• 2、 -. "SUBSTITUTED HETEROCYCLIC ACETAMIDES AS KAPPA OPIOID RECEPTOR (KOR) AGONISTS". Page/Page column 110; 111. . Retrieved 2013/09/26.