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

Base Information

• Chemical Name: (S)-AMINO-(TETRAHYDRO-PYRAN-4-YL)-ACETIC ACID METHYL ESTER
• CAS No.: 368866-32-4
• Molecular Formula: C₈H₁₅NO₃
• Molecular Weight: 173.212
• Hs Code.: 2932999099
• Mol file: 368866-32-4.mol

Synonyms:(S)-Amino(tetrahydropyran-4-yl)acetic acid methyl ester;

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

Chemical Property:

• Vapor Pressure: 0.0309mmHg at 25°C
• Refractive Index: 1.471
• Boiling Point: 244.1 °C at 760 mmHg
• Flash Point: 94.5 °C
• PSA: 61.55000
• Density: 1.104 g/cm³
• LogP: 0.61360
• Storage Temp.: Keep in dark place,Inert atmosphere,Store in freezer, under -20°C

Purity/Quality:

98%min ^*data from raw suppliers

(S)-Amino-(tetrahydro-pyran-4-yl)-aceticAcidmethylester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

There total 5 articles about (S)-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%

(S)-N-Cbz-pyranyl glycine methyl ester (894789-28-7) → (S)-pyranylglycine methyl ester (368866-32-4,871301-35-8)

Guidance literature:

With hydrogen; palladium 10% on activated carbon; In methanol; for 24h; under 760.051 Torr;

Reference yield:

Tetrahydro-4H-pyran-4-one (29943-42-8,143562-54-3) → (S)-pyranylglycine methyl ester (368866-32-4,871301-35-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: N,N,N',N'-tetramethylguanidine / tetrahydrofuran / 1 h / -20 °C

1.2: -20 - 20 °C

2.1: hydrogen / 1,2-bis[(2S,5S)-2,5-(dimethylphospholano)]-ethane-(cyclooctadiene)rhodium(I) tetrafluoroborate / methanol / 18 h / 2585.81 Torr / Inert atmosphere

3.1: hydrogen / palladium on activated charcoal / methanol / 2 h / Inert atmosphere

With hydrogen; N,N,N',N'-tetramethylguanidine; 1,2-bis[(2S,5S)-2,5-(dimethylphospholano)]-ethane-(cyclooctadiene)rhodium(I) tetrafluoroborate; palladium on activated charcoal; In tetrahydrofuran; methanol;

Reference yield:

methyl 2-(((benzyloxy)carbonyl)amino)-2-(dihydro-2H-pyran-4(3H)-ylidene)acetate (477584-90-0) → (S)-pyranylglycine methyl ester (368866-32-4,871301-35-8)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrogen / 1,2-bis[(2S,5S)-2,5-(dimethylphospholano)]-ethane-(cyclooctadiene)rhodium(I) tetrafluoroborate / methanol / 18 h / 2585.81 Torr / Inert atmosphere

2: hydrogen / palladium on activated charcoal / methanol / 2 h / Inert atmosphere

With hydrogen; 1,2-bis[(2S,5S)-2,5-(dimethylphospholano)]-ethane-(cyclooctadiene)rhodium(I) tetrafluoroborate; palladium on activated charcoal; In methanol;

upstream raw materials:

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

Tetrahydro-4H-pyran-4-one

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

methyl 2-amino-2-(tetrahydro-2H-pyran-4-yl)acetate

Downstream raw materials:

(S)-methoxycarbonylamino(tetrahydropyran-4-yl)acetic acid

C₃₃H₄₃N₅O₅

C₂₈H₃₅N₅O₃

Refernces

• 1、 -. "SILYL-CONTAINING HETEROCYCLIC COMPOUNDS AND METHODS OF USE THEREOF FOR THE TREATMENT OF VIRAL DISEASES". Page/Page column 64-65. . Retrieved 2013/03/28.
• 2、 -. "TETRACYCLIC HETEROCYCLE COMPOUNDS FOR TREATING HEPATITIS C VIRAL INFECTION". Page/Page column 66. . Retrieved 2012/04/17.