183871-36-5

Basic information

• Product Name: [(2S,3S)-2-(benzyloxy)pentan-3-yl]hydrazine
• Synonyms: [(2S,3S)-2-(benzyloxy)pentan-3-yl]hydrazine;[S-(R',R')]-2,3-Bis(benzoyloxy)butanedioic acid compd. with [S-(R',R')]-[1-ethyl-2-(phenylmethoxy)propyl]hydrazine;Posaconazole inter-4;[S-(R',R')]-2,3-Bis(benzoyloxy)butanedioic acid With;Posaconazole inter;[(2S,3S)-2-(benzyloxy)pentan-3-yl]hydrazine.L-DBTA Salt;(1-Ethyl-2-Phenoxy-Propyl)- Hydrazine L Dibenzoly L tartaric acid;)]-[1-ETHYL-2-(PHENYLMETHOXY)PROPYL]HYDRAZINE
• CAS NO: 183871-36-5
• Molecular Formula: C12H20N2O
• Molecular Weight: 208
• EINECS: 1592732-453-0
• Mol File: 183871-36-5.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• CAS DataBase Reference: [(2S,3S)-2-(benzyloxy)pentan-3-yl]hydrazine(CAS DataBase Reference)
• NIST Chemistry Reference: [(2S,3S)-2-(benzyloxy)pentan-3-yl]hydrazine(183871-36-5)
• EPA Substance Registry System: [(2S,3S)-2-(benzyloxy)pentan-3-yl]hydrazine(183871-36-5)

Safety Data

• Hazardous Substances Data: 183871-36-5(Hazardous Substances Data)

Usage

General Description

[(2S,3S)-2-(benzyloxy)pentan-3-yl]hydrazine is a chemical compound with a molecular formula C14H22N2O. It is a hydrazine derivative with a pentan-3-yl backbone substituted by a benzyloxy group at the second position. [(2S,3S)-2-(benzyloxy)pentan-3-yl]hydrazine is a clear, colorless to light yellow liquid and is often used in organic synthesis and pharmaceutical research. It has a variety of potential applications, including as a building block for the synthesis of various pharmaceutical intermediates and as an intermediate in the synthesis of bioactive compounds. It is important to handle this chemical with care, as it can be harmful if swallowed, inhaled, or comes into contact with skin.

Upstream product

• 132489-33-9 (S)-2-benzyloxy-3-pentanone 
• 122151-32-0 (S)-2-(benzyloxy)-1-(pyrrolidin-1-yl)propan-1-one 
• 17026-42-5 O,O'-dibenzoyl-D-tartaric acid 

Downstream Products

• 1621922-52-8 ethyl 3-(4-(1-((2S,3S)-2-(benzyloxy)pentan-3-yl)-5-oxo-1H-1,2,4-triazol-4(5H)-yl)phenyl)propanoate 
• 1621922-42-6 3-(4-(1-((2S,3S)-2-hydroxypentan-3-yl)-5-oxo-1H-1,2,4-triazol-4(5H)-yl)phenyl)propanoic acid 
• 1621922-54-0 ethyl 3-(4-(1-((2S,3S)-2-hydroxypentan-3-yl)-5-oxo-1H-1,2,4-triazol-4(5H)-yl)phenyl)propanoate 

Relevant articles and documents

Intermediate for preparing posaconazole

The invention discloses an intermediate POP for preparing posaconazole. A structure of the intermediate is as shown in the specification. By using the intermediate to prepare POB, the obtained POB hasa diastereomer content being smaller than or equal to 0.01%, and the total yield of the overall route is relatively high.

Preparation method of posaconazole intermediate

The invention discloses a preparation method of a key intermediate POB for preparing posaconazole. Firstly, BP004b04 and oxalic acid are salified to obtain POE; secondly, the POE reacts with di-tert-butyl dicarbonate in the presence of a base to obtain POP, and the POP is recrystallized; thirdly, the POP and POK react with each other in the presence of a base to obtain POR, and POS is obtained after a tert-butyl carbonate protecting group of the POR is removed; finally, the POS is subjected to ring closure to obtain the POB. By means of the method, in the obtained POB, the content of diastereomers is smaller than or equal to 0.01%, and the total yield of the entire route is high.

Method for preparing chiral hydrazine

The invention discloses a method for preparing chiral hydrazine. The method comprises the following steps: (2S)-2-benzyloxy-1-(1-pyrrolidyl)-1-acetone is used as a starting material, a Grignard reaction is performed, carbonyl is reduced after ethyl is introduced, and hydroxyl is obtained; crystalizaiton for purification is performed after a reaction with a sulfonylation reagent, then a reaction with hydrazine hydrate is performed, salt formation is performed by adopting dibenzoyl-L-tartaric acid monohydrate, and a compound IV is obtained after free hydrazine is acylated, and is an important intermediate for preparing posaconazole. The method has the advantages that the operation is easy to perform, pollution to the environment is low, the product optical selectivity is high, the proportion of a (3S) isomer to a (3R) isomer reaches 94.6: 5.4 after the purification operation on a compound X, and the method is suitable for being applied to industrial production of posaconazole.