(4S)-(4-FLUOROPHENOXY)METHYL BUTYROLACTONE

Base Information

• Chemical Name: (4S)-(4-FLUOROPHENOXY)METHYL BUTYROLACTONE
• CAS No.: 175212-40-5
• Molecular Formula: C11H11 F O3
• Molecular Weight: 210.205
• Hs Code.: 2932209090
• Mol file: 175212-40-5.mol

Synonyms:2(3H)-Furanone,5-[(4-fluorophenoxy)methyl]dihydro-, (S)-; 5S-(+)-(4-Fluorophenoxymethyl-g-butyrolactone

Chemical Property of (4S)-(4-FLUOROPHENOXY)METHYL BUTYROLACTONE

Chemical Property:

• PSA: 35.53000
• LogP: 1.91010

Purity/Quality:

99% ^*data from raw suppliers

(4S)-(4-FLUOROPHENOXY)METHYL BUTYROLACTONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (4S)-(4-FLUOROPHENOXY)METHYL BUTYROLACTONE

There total 3 articles about (4S)-(4-FLUOROPHENOXY)METHYL BUTYROLACTONE 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: 73.0%

4-Fluorophenol (371-41-5) + (5S)-5-(hydroxymethyl)-2-oxo-tetrahydrofuran (32780-06-6) → (5S)-5-(4-fluorophenoxymethyl)-γ-butyrolactone (175212-40-5)

Guidance literature:

With di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; for 3h; Heating;

DOI:10.1080/00397910008087245

Reference yield:

(2S)-tetrahydro-5-oxofuran-2-carboxylic acid (21461-84-7) → (5S)-5-(4-fluorophenoxymethyl)-γ-butyrolactone (175212-40-5)

Guidance literature:

Multi-step reaction with 2 steps

1: dimethylsulfide borane complex / tetrahydrofuran / 3 h / 20 °C / Inert atmosphere; Large scale

2: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 5 h / 20 °C / Reflux; Inert atmosphere; Large scale

With di-isopropyl azodicarboxylate; dimethylsulfide borane complex; triphenylphosphine; In tetrahydrofuran;

DOI:10.1021/op980209l

Reference yield:

L-glutamic acid (56-86-0,21675-62-7,23009-64-5,25104-13-6,84960-48-5,25513-46-6) → (5S)-5-(4-fluorophenoxymethyl)-γ-butyrolactone (175212-40-5)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium nitrite; hydrogenchloride / water / 0 - 5 °C / Inert atmosphere; Large scale

2: dimethylsulfide borane complex / tetrahydrofuran / 3 h / 20 °C / Inert atmosphere; Large scale

3: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 5 h / 20 °C / Reflux; Inert atmosphere; Large scale

With hydrogenchloride; di-isopropyl azodicarboxylate; dimethylsulfide borane complex; triphenylphosphine; sodium nitrite; In tetrahydrofuran; water;

DOI:10.1021/op980209l

upstream raw materials:

4-Fluorophenol

(5S)-5-(hydroxymethyl)-2-oxo-tetrahydrofuran

L-glutamic acid

(2S)-tetrahydro-5-oxofuran-2-carboxylic acid

Downstream raw materials:

(2S,5S)-trans-5-(4-fluorophenoxymethyl)-5-(4-N,O-bis-(phenoxycarbonyl)hydroxylamino-3-butyn-4-yl)tetrahydrofuran

(5S)-5-(4-fluorophenoxymethyl)-2-(tert-butyldimethylsiloxy)tetrahydrofuran

(2RS,5S)-5-(4-fluorophenoxymethyl)-2-(but-3-yne-1-oxy)tetrahydrofuran

(2RS,5S)-5-(4-fluorophenoxymethyl)-2-hydroxytetrahydrofuran