Scale-up of Azide Chemistry: A Case Study

被引：34

作者：

Gonzalez-Bobes, Francisco ^{[1
]}

Kopp, Nathaniel ^{[1
]}

Li, Li ^{[2
]}

Deerberg, Joers ^{[1
]}

Sharma, Praveen ^{[1
]}

Leung, Simon ^{[3
]}

Davies, Merrill ^{[1
]}

Bush, Joseph ^{[3
]}

Hamm, Jason ^{[3
]}

Hrytsak, Michael ^{[3
]}

机构：

[1] Bristol Myers Squibb Co, Chem Dev, New Brunswick, NJ 08903 USA

[2] Bristol Myers Squibb Co, Analyt & Bioanalyt Dev, New Brunswick, NJ 08903 USA

[3] Bristol Myers Squibb Co, Chem Dev Operat, New Brunswick, NJ 08903 USA

来源：

ORGANIC PROCESS RESEARCH & DEVELOPMENT | 2012年 / 16卷 / 12期

关键词：

HYDRAZOIC ACID; ENANTIOSELECTIVE SYNTHESIS; SAFE; DIAZIDOMETHANE; DECOMPOSITION; EQUILIBRIUM; EXPLOSION;

D O I：

10.1021/op3002646

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

We report research and development conducted to enable the safe implementation of a highly enantioselective palladium-catalyzed desymmetrization of a meso-bis-ester using trimethylsilylazide (TMSN3) as the nucleophile. This work is used as a case example to discuss safe practices when considering the use of azide reagents or intermediates, with a focus on the thermodynamic and quantitative analysis of the hazards associated with hydrazoic acid (HN3).

引用

页码：2051 / 2057

页数：7

共 50 条

[21] FERMENTOR SCALE-UP
HAWK, WR
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1979, (SEP): : 40 - 40
[22] Effects of scale-up
Changjun Zhang
Nature Energy, 2019, 4 : 6 - 6
[23] ANIMAL SCALE-UP
DEDRICK, RL
JOURNAL OF PHARMACOKINETICS AND BIOPHARMACEUTICS, 1973, 1 (05): : 435 - 460
[24] Continuous milli-scale reaction calorimeter for direct scale-up of flow chemistry
Marlies Moser
Alain G. Georg
Finn L. Steinemann
David P. Rütti
Daniel M. Meier
Journal of Flow Chemistry, 2021, 11 : 691 - 699
[25] Continuous milli-scale reaction calorimeter for direct scale-up of flow chemistry
Moser, Marlies
Georg, Alain G.
Steinemann, Finn L.
Ruetti, David P.
Meier, Daniel M.
JOURNAL OF FLOW CHEMISTRY, 2021, 11 (03) : 691 - 699
[26] ELECTROSPINNING FOR SCALE-UP
Anselmo, Aaron C.
BIOENGINEERING & TRANSLATIONAL MEDICINE, 2018, 3 (03): : 181 - 181
[27] MIXING AND SCALE-UP
BOWEN, RL
CONNOLLY, JR
CHEMICAL ENGINEERING PROGRESS, 1969, 65 (11) : 14 - &
[28] Effects of scale-up
Zhang, Changjun
NATURE ENERGY, 2019, 4 (01) : 6 - 6
[29] CELLULOSIC SCALE-UP
Voith, Melody
CHEMICAL & ENGINEERING NEWS, 2009, 87 (17) : 10 - 13
[30] A comparison of commercial microwave reactors for scale-up within process chemistry
Moseley, Jonathan D.
Lenden, Philip
Lockwood, Mark
Ruda, Katinka
Sherlock, Jon-Paul
Thomson, Anthony D.
Gilday, John P.
ORGANIC PROCESS RESEARCH & DEVELOPMENT, 2008, 12 (01) : 30 - 40

← 1 2 3 4 5 →