tert-Butyl isothiocyanate → N-(tert-butyl)-N'-[(1R)-2-hydroxy-1-(phenylmethyl)ethyl]thiourea

HRID 1280621ノート

反応式

HRID 1280621 の反応式
[NH2:1][C@H:2]([CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)[CH2:3][OH:4].[C:12]([N:16]=[C:17]=[S:18])([CH3:15])([CH3:14])[CH3:13]>C(O)C>[C:12]([NH:16][C:17]([NH:1][C@H:2]([CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)[CH2:3][OH:4])=[S:18])([CH3:15])([CH3:14])[CH3:13]

参加物

4

反応物 2

HCID 11544tert-Butyl isothiocyanateHCID 853475phenylalaninol, (R)-

生成物 1

HCID 86584424N-(tert-butyl)-N'-[(1R)-2-hydroxy-1-(phenylmethyl)ethyl]thiourea収率 98.8%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

The process is performed as in Example 2, starting with 5 g of (R)-(+)-2-amino-3-phenyl-1-propanol in 50 cm3 of ethanol and 5.7 g of tert-butyl isothiocyanate at a temperature in the region of 20° C. for 16 hours. After an identical work-up, 8.7 g of N-(tert-butyl)-N′-[(1R)-2-hydroxy-1-(phenylmethyl)ethyl]thiourea are obtained in the form of a white solid melting at 107° C.

出典と根拠

ORDレコード
ord-a607c291800e4e6a8c4e5736e0569476
出典データセット
uspto-grants-2002_09
特許番号
US06451821B1

反応ノート

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