디 -Tert- 부틸 디 카보네이트

디 -Tert- 부틸 디 카보네이트 속성

디 -Tert- 부틸 디 카보네이트 MSDS

Di-tert-butyl dicarbonate

디 -Tert- 부틸 디 카보네이트 C화학적 특성, 용도, 생산

물성

테트라 히드로 푸란, n- 헥산, 벤젠 또는 클로로포름과 같은 유기 용매에 용해되고 약간 물에 용해된다.

용도

제약 및 유기 합성 중간체는 제약 및 농약 제품의 합성을위한 중요한 아미노 보호제입니다. 의약 및 유기 합성의 중간체로 사용되며, 제약 및 농약 제품의 합성을위한 중요한 아미노 보호제입니다. 유기 화학 반응에서 아민, 페놀, 티올, 아미드, 락탐, 카르 바 메이트 등의 기질로 자주 사용되는 tert- 부 톡시 카르 보 닐화 시약은 빠른 반응 속도와 비교적 높은 수율을 보입니다. tert- 부 톡시 카르 보 닐화 (관능기의 보호); 산 할라이드 시약은 안정성이 좋지 않기 때문에 산성 조건 (예 : 염산, 트리 플루오로 아세트산 등)에서 아미노 그룹의 보호기로 널리 사용됩니다. 지방 아민, 지환 족 아민, 방향족 아민 및 헤테로 사이 클릭 아민은 모두 (BOC)와 반응 할 수있다.

용도

디 -tert- 부틸 디 카보네이트 (Diboc)는 특히 아미노산의 아미노 보호를위한 tert- 부 톡시 카보 닐 (BOC) 보호제를 도입하기 위해 유기 합성에서 사용되는 신규 한 아미노 - 보호제이다. 의약품, 단백질 및 펩타이드 합성, 생화학, 식품, 화장품 및 기타 제품의 합성에 널리 사용됩니다.

용도

Di-tert-butyl dicarbonate (Boc2O) is a widely used reagent for introducing protecting groups in peptide synthesis. It plays an important role in the preparation of 6-acetyl-1,2,3,4-tetrahydropyridine by reacting with 2-piperidone. It serves as a protecting group used in solid phase peptide synthesis.

제조 방법

The preparation of Di-tert-butyl dicarbonate is as follows:To a monoester sodium salt solution were added 2g of N, N-dimethylformamide, 1g of pyridine, 1g of triethylamine,Cooling to -5~0°C, 60g diphosgene was slowly added dropwise within 1.5h dropwise addition was complete, warmed to room temperature (25°C), incubated for 2h, the reaction was allowed to stand after filtration, washing organic solution. Dried with anhydrous magnesium sulfate, the solvent was distilled off at atmospheric pressure to give crude product 65~70g. After cooling and crystallization, 57-60g of di-tert-butyl dicarbonate were obtained in a yield of 60-63%.

정의

ChEBI: Di-tert-butyl dicarbonate is an acyclic carboxylic anhydride. It is functionally related to a dicarbonic acid.

주요 응용

Di-tert-butyl dicarbonate has the following uses:
(1) As part of a series of bovine plasma amine oxidase inactivators. Aminomethylenes were prepared by the reaction of Boc propargylamine with formaldehyde, diisopropylamine and copper bromide.
(2) It can be used as a general purpose carboxylation reagent. Carbon nucleophiles generated by a non-nucleophilic base (LDA) were effectively trapped with di-tert-butyl dicarbonate (Boc-anhydride) to provide the corresponding tert-butyl aryl acetates, di-tert-butyl aryl malonates, unsymmetrical aryl malonates and tert-butyl benzoates in high yields.
(3) Alcohols as Boc derivatives were catalytically protected by Lewis acids. Reagents for the introduction of Boc protecting groups.
(4) Reagents for the preparation of Boc-protected amines. Tri-tert-butoxycarbonyl-protected hydrazines prepare Fmoc esters in chromogenic reagents for monitoring solid-phase aldehydes.

화학 반응

The reaction of substituted anilines with Boc2O in the presence of a stoichiometric amount of 4-dimethylaminopyridine (DMAP) in an inert solvent (acetonitrile, dichloromethane, ethyl acetate, tetrahydrofuran, toluene) at room temperature leads to aryl isocyanates in almost quantitative yields within 10 min.
Di-tert-butyl dicarbonate and 4-(dimethylamino)pyridine revisited. Their reactions with amines and alcohols

일반 설명

Di-tert-butyl dicarbonate (Boc₂O) is a reagent mainly used for the introduction of the Boc protecting group to amine functionalities. It is also used as a dehydrating agent in some organic reactions, particularly with carboxylic acids, certain hydroxyl groups, or with primary nitroalkanes.

위험도

An irritant that may cause serious eye injury; May cause skin sensitization; Highly toxic by inhalation

Purification Methods

Melt the ester by heating at ~35o, and distil it in a vacuum. If IR and NMR ( 1810m 1765 cm-1 , in CCl4 1.50 singlet) suggest very max impure, then wash with an equal volume of H2O containing citric acid to make the aqueous layer slightly acidic, collect the organic layer and dry it over anhydrous MgSO4 and distil it in a vacuum. [Pope et al. Org Synth 57 45 1977, Keller et al. Org Synth 63 160 1985, Grehn et al. Angew Chem 97 519 1985.] FLAMMABLE.

디 -Tert- 부틸 디 카보네이트 준비 용품 및 원자재

원자재

준비 용품

디 -Tert- 부틸 디 카보네이트 공급 업체

공급자	전화	이메일	국가	제품 수	이점
Shanghai Time Chemicals CO., Ltd.	+86-021-57951555 +8617317452075	jack.li@time-chemicals.com	China	1803	55
SIMAGCHEM CORP	+86-13806087780	sale@simagchem.com	China	17365	58
Neostar United (Changzhou) Industrial Co., Ltd.	+86-0519-85551759 +8613506123987	marketing1@neostarunited.com	China	8831	58
Shandong Zhishang New Material Co., Ltd.	+8617653113209	sales002@sdzschem.com	China	3049	58
Chemtour Biotech Co., Ltd	+8617327281506	market@chemtour.com	China	1521	58
GenChem & GenPharm (Changzhou) Co., Ltd.	+86-86020003 +86-18861157602	sales03@genchem.cn	China	104	58
Hebei Chuanghai Biotechnology Co., Ltd	+8615531157085	abby@chuanghaibio.com	China	8808	58
Hebei Mujin Biotechnology Co.,Ltd	+86 13288715578 +8613288715578	sales@hbmojin.com	China	12809	58
Hebei Chuanghai Biotechnology Co,.LTD	+86-13131129325	sales1@chuanghaibio.com	China	5868	58
Anhui Yiao New Material Technology Co., Ltd	+86-18033737140 +86-17354101231	sales1@hbganmiao.com	China	227	58

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