458568-14-4

Basic information

• Product Name: allyl-(2-hydroxy-benzyl)-carbamic acid tert-butyl ester
• Synonyms: allyl-(2-hydroxy-benzyl)-carbamic acid tert-butyl ester
• CAS NO: 458568-14-4
• Molecular Weight: 263.337
• Mol File: 458568-14-4.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: allyl-(2-hydroxy-benzyl)-carbamic acid tert-butyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: allyl-(2-hydroxy-benzyl)-carbamic acid tert-butyl ester(458568-14-4)
• EPA Substance Registry System: allyl-(2-hydroxy-benzyl)-carbamic acid tert-butyl ester(458568-14-4)

Safety Data

• Hazardous Substances Data: 458568-14-4(Hazardous Substances Data)

Upstream product

• 90-02-8 salicylaldehyde 
• 27895-70-1 2-((allylimino)methyl)phenol 
• 24424-99-5 di-tert-butyl dicarbonate 
• 177780-96-0 2-[N-(prop-2'-enyl)aminomethyl]phenol 

Downstream Products

• 458567-74-3 but-3-enoic acid 2-[(allyl-tert-butoxycarbonyl-amino)-methyl]-phenyl ester 
• 458567-77-6 pent-4-enoic acid 2-[(allyl-tert-butoxycarbonyl-amino)-methyl]-phenyl ester 
• 458567-86-7 oct-7-enoic acid 2-[(allyl-tert-butoxycarbonyl-amino)-methyl]-phenyl ester 
• 458567-83-4 hept-6-enoic acid 2-[(allyl-tert-butoxycarbonyl-amino)-methyl]-phenyl ester 
• 458567-80-1 hex-5-enoic acid 2-[(allyl-tert-butoxycarbonyl-amino)-methyl]-phenyl ester 

Relevant articles and documents

Observations concerning the synthesis of heteroatom-containing 9-membered benzo-fused rings by ring-closing metathesis

A set of benzo-fused dienes with a 1,9-relationship and containing a variety of nitrogen and oxygen heteroatoms was readily synthesized. These dienes were then treated with the Grubbs second generation catalyst with the aim of synthesizing the 9-membered benzannelated heterocycles containing two heteroatoms (either O,O, NR,NR or O,NR where R = Ts or Boc). As previously observed in the literature, many of the dienes did not give the expected ring-closed product. However, a number of the desired products did form, namely with the 1,2-dihydrobenzo[c][1,5]oxazonin-7(5H)-one, 5,7-dihydrobenzo[b][1,5]oxazonine-6(2H)-carboxylate and 2,5,6,7-tetrahydrobenzo[b][1,5]oxazonine cores, albeit in poor yields. Rather surprisingly, the N-allyl-N-(2-(N-allyl-4-methylphenylsulfonamido)benzyl)-4-methylbenzenesulfonamide scaffold gave the desired ring-closed 1,6-ditosyl-2,5,6,7-tetrahydro-1H-benzo[b][1,5]diazonine in a high yield. Furthermore, when treated with the catalyst [RuClH(CO)(PPh3)3] the alkene isomerized into conjugation only with the benzylic NTs group and not with the phenyl NTs group to afford the 1,6-ditosyl-2,3,6,7-tetrahydro-1H-benzo[b][1,5]diazonine structure.