(+)-2-[2-(4-fluorobenzyl)-1,1-dioxido-3,4-dihydro-2H-1,2-benzothiazinyl]acetic acid isopropyl ester

Base Information

• Chemical Name: (+)-2-[2-(4-fluorobenzyl)-1,1-dioxido-3,4-dihydro-2H-1,2-benzothiazinyl]acetic acid isopropyl ester
• CAS No.: 1609398-98-2
• Molecular Formula: C₂₀H₂₂FNO₄S
• Molecular Weight: 391.463
• Mol file: 1609398-98-2.mol

Synonyms:(+)-2-[2-(4-fluorobenzyl)-1,1-dioxido-3,4-dihydro-2H-1,2-benzothiazinyl]acetic acid isopropyl ester

Chemical Property of (+)-2-[2-(4-fluorobenzyl)-1,1-dioxido-3,4-dihydro-2H-1,2-benzothiazinyl]acetic acid isopropyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (+)-2-[2-(4-fluorobenzyl)-1,1-dioxido-3,4-dihydro-2H-1,2-benzothiazinyl]acetic acid isopropyl ester

There total 3 articles about (+)-2-[2-(4-fluorobenzyl)-1,1-dioxido-3,4-dihydro-2H-1,2-benzothiazinyl]acetic acid isopropyl 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: 87.0%

(Z)-2-[2-(4-fluorobenzyl)-1,1-dioxido-2H-1,2-benzothiazin-4(3H)-ylidene]acetic acid isopropyl ester (1609398-87-9) → (+)-2-[2-(4-fluorobenzyl)-1,1-dioxido-3,4-dihydro-2H-1,2-benzothiazinyl]acetic acid isopropyl ester (1609398-98-2)

Guidance literature:

With diphenylsilane; copper diacetate; (R)-tol-BINAP; sodium t-butanolate; In tetrahydrofuran; at 0 - 20 ℃; Schlenk technique; Inert atmosphere; Glovebox;

DOI:10.1021/jo500338c

Reference yield:

isopropyl 2-(triphenylphosphoranylidene)acetate (110212-61-8) → (+)-2-[2-(4-fluorobenzyl)-1,1-dioxido-3,4-dihydro-2H-1,2-benzothiazinyl]acetic acid isopropyl ester (1609398-98-2)

Guidance literature:

Multi-step reaction with 2 steps

1: toluene / 12 h / 40 °C

2: (R)-tol-BINAP; sodium t-butanolate; copper diacetate; diphenylsilane / tetrahydrofuran / 0 - 20 °C / Schlenk technique; Inert atmosphere; Glovebox

With diphenylsilane; copper diacetate; (R)-tol-BINAP; sodium t-butanolate; In tetrahydrofuran; toluene; 1: |Wittig Olefination;

DOI:10.1021/jo500338c

Reference yield:

isopropyl 2-bromoacetate (29921-57-1) → (+)-2-[2-(4-fluorobenzyl)-1,1-dioxido-3,4-dihydro-2H-1,2-benzothiazinyl]acetic acid isopropyl ester (1609398-98-2)

Guidance literature:

Multi-step reaction with 3 steps

1.1: benzene / 1 h

1.2: 1 h

2.1: toluene / 12 h / 40 °C

3.1: (R)-tol-BINAP; sodium t-butanolate; copper diacetate; diphenylsilane / tetrahydrofuran / 0 - 20 °C / Schlenk technique; Inert atmosphere; Glovebox

With diphenylsilane; copper diacetate; (R)-tol-BINAP; sodium t-butanolate; In tetrahydrofuran; toluene; benzene; 2.1: |Wittig Olefination;

DOI:10.1021/jo500338c

upstream raw materials:

isopropyl 2-bromoacetate

isopropyl 2-(triphenylphosphoranylidene)acetate

(Z)-2-[2-(4-fluorobenzyl)-1,1-dioxido-2H-1,2-benzothiazin-4(3H)-ylidene]acetic acid isopropyl ester