CAS 33125-05-2 (2R)-2-{[(tert-butoxy)carbonyl]amino}-2-phenylacetic acid (HCID 2755953)

基本情報

CAS: 33125-05-2
標準SMILES: CC(C)(C)OC(=O)N[C@@H](C(=O)O)c1ccccc1
InChIKey: HOBFSNNENNQQIU-SNVBAGLBSA-N
分子式: C13H17NO4
平均分子量: 251.28 g/mol
単同位体質量: 251.11575802

名称と識別子

優先名称: (2R)-2-{[(tert-butoxy)carbonyl]amino}-2-phenylacetic acid
IUPAC: (2R)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-2-phenylacetic acid
現地名: N-(tert-ブトキシカルボニル)-D-2-フェニルグリシン
英語名: Boc-D-Phenylglycine
分子式: C13H17NO4
分子量: 251.28

名称と別名

(2R)-2-{[(tert-butoxy)carbonyl]amino}-2-phenylacetic acid(2R)-2-(((tert-butoxy)carbonyl)amino)-2-phenylacetic acidRefChem:396925834-862-1Boc-D-Phg-OH33125-05-2Boc-D-PhenylglycineN-Boc-D-PhenylglycineMFCD00062043(R)-2-((tert-Butoxycarbonyl)amino)-2-phenylacetic acidN-(tert-Butoxycarbonyl)-D-2-phenylglycineD-BOC Phenylglycine

名称をさらに表示

N-(tert-ブトキシカルボニル)-D-2-フェニルグリシンBOC-D-フェニルグリシンN-(tert-ブチルオキシカルボニル)-D-フェニルグリシン(R)-2-(tert-ブチルオキシカルボニルアミノ)-2-フェニル酢酸(2R)-N-(tert-ブトキシカルボニル)-2-フェニルグリシン(R)-(tert-ブトキシカルボニルアミノ)フェニル酢酸(R)-α-(tert-ブトキシカルボニルアミノ)ベンゼン酢酸(2R)-2-{[(tert-ブトキシ)カルボニル]アミノ}-2-フェニル酢酸N-(tert-ブトキシカルボニル)-D-フェニルグリシン(2R)-2-[(tert-ブトキシカルボニル)アミノ]-2-フェニル酢酸(R)-フェニル(tert-ブトキシカルボニルアミノ)酢酸Ｎ-Boc-Ｄ-2-フェニルグリシンBOC-PHG-OH(R)-N-tert-butoxycarbonyl-2-phenylglycineFS000066BOC-L-PHGST5210539

物性

構造計算による物性

XLogP: 2.2
極性表面積: 75.6 Å²
水素結合供与体数: 2
水素結合受容体数: 4
回転可能結合数: 5
重原子数: 18
形式電荷: 0
複雑度: 303

物理化学的性質

融点: 88 · 88-91 °C
比旋光度: -142 · -142 º (c=1% in ethanol)
沸点: 407.2 · 407.2±38.0 °C(Predicted)
比重(密度): 1.182 · 1.182±0.06 g/cm3(Predicted)
屈折率: -140 ° · -140 ° (C=1, EtOH)
貯蔵温度: Keep in dark place,Sealed in dry,Room Temperature
溶解性: DMSO、メタノール
外見: 結晶性粉末
酸解離定数(Pka): 3.51 · 3.51±0.10(Predicted)
色: 白い
水溶解度: 水に不溶。 DMSO、メタノールに溶けにくい。
BRN: 3033982 · 3033982
主な用途: ペプチド合成
InChI: InChI=1S/C13H17NO4/c1-13(2,3)18-12(17)14(9-11(15)16)10-7-5-4-6-8-10/h4-8H,9H2,1-3H3,(H,15,16)
InChIKey: KIAPYAZGXJCKQL-UHFFFAOYSA-N
SMILES: C(O)(=O)CN(C(OC(C)(C)C)=O)C1=CC=CC=C1
CAS データベース: 33125 · 33125-05-2(CAS DataBase Reference)

化学的性質

安全と法規制

GHS分類

GHS Classification · 5 件

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]；H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]；H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 2 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.；Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

危険有害性情報

Hazard Classes and CategoriesSkin Irrit. 2 (100%)；Eye Irrit. 2A (100%)；STOT SE 3 (100%)

安全データ

wgk: 3
hs_code: 29242990
safety_code: 24/25
hazard_class: IRRITANT
ストレージクラス: 13 - Non Combustible Solids

化学と産業

応用分野 · 1 件

使用It is a reagent of choice for assignment of absolute configuration of chiral primary amines by 1H NMR, giving better results than Mosher's acid ((R)-(+)--Methoxy--(trifluoromethyl)-phenyl-acetic acid. αR)-α-[[(1,1-Dimethylethoxy)carbonyl]amino]-benzeneacetic Acid is D-(+)-2-Phenylglycine with Boc protecting group. (αR)-α-[[(1,1-Dimethylethoxy)carbonyl]amino]-benzeneacetic Acid is used as part of a catalyst combination to catalyze regioselective [4 + 2] cycloadditions of β-substituted cyclic enones and polyconjugated malononitriles. It can also be used to catalyze stereoselective preparation of polyfunctional nitrocyclohexene carboxaldehydes.