4-Nitrophenyl 2-(trimethylsilyl)ethyl carbonate

• CAS: 80149-80-0
• Catalog Number: ACM80149800-3
• Category: 2-(Trimethylsilyl)ethoxycarbonylation (Teoc) Reagents
• Molecular Weight: 283.35
• Molecular Formula: C12H17NO5Si
• Synonyms: 2-(Trimethylsilyl)ethyl 4-nitrophenyl carbonate, TEOC-ONp
• Melting Point: 35-40 °C
• Appearance: White to off white crystalline powder
• Application: The purpose of 4-Nitrophenyl 2-(trimethylsilyl)ethyl carbonate is to serve as a reagent that facilitates the introduction of the TEOC-amino protecting group into molecules This protecting group is particularly useful in synthetic chemistry because it can be selectively and efficiently removed using fluoride ions offering a reliable method for temporary protection during chemical reactions and synthesis processes
• Storage: Keep Cold. Moisture Sensitive. Light Sensitive. Store under Nitrogen.
• Hazard Statements: H315; H319; H335
• Physical State: Solid
• Precautionary Statements: P261; P264; P271; P280; P302+P352; P304+P340; P305+P351+P338; P312; P321; P332+P313; P337+P313; P362; P403+P233; P405; P501
• Signal Word: Warning

Custom Reviews

2024-9-25

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Effective Reagent for TEOC Protection Applications
We utilized 4-Nitrophenyl 2-(trimethylsilyl)ethyl carbonate in our lab for incorporating the TEOC-amino group The reagent's performance was excellent and its cleavage with fluoride was both efficient and precise Highly recommended for similar applications!

Synthetic Use

Upstream Synthesis Route 1

• 2916-68-9
• 7693-46-1

• 80149-80-0

Reference: [1] Bioorganic and Medicinal Chemistry Letters, 1998, vol. 8, # 7, p. 735 - 738
[2] Journal of Organic Chemistry, 1983, vol. 48, # 9, p. 1539 - 1541
[3] Beilstein Journal of Organic Chemistry, 2013, vol. 9, p. 608 - 612
[4] Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1986, p. 2181 - 2186
[5] Patent: WO2018/149419, 2018, A1, . Location in patent: Paragraph 001255

Upstream Synthesis Route 2

• 4071-88-9

• 80149-80-0

Reference: [1] Journal of Organic Chemistry, 1983, vol. 48, # 9, p. 1539 - 1541

Downstream Synthesis Route 1

• 41979-39-9
• 80149-80-0

• 375854-77-6

Reference: [1] Patent: WO2011/79102, 2011, A1,

Downstream Synthesis Route 2

• 2047-89-4
• 80149-80-0

• 108940-02-9

Reference: [1]Journal of the Chemical Society. Perkin transactions I,1986,p. 2181 - 2186

Downstream Synthesis Route 3

• 80149-80-0
• 155055-91-7

• 155055-93-9

Reference: [1]Journal of the American Chemical Society,1994,vol. 116,p. 3716 - 3725

Downstream Synthesis Route 4

• 80149-80-0
• 155055-92-8

• 155055-94-0

Reference: [1]Journal of the American Chemical Society,1994,vol. 116,p. 3716 - 3725

* For details of the synthesis route, please refer to the original source to ensure accuracy.