(-)-N-(2-bromobenzyl)-N-{(R)-1-[(trityloxy)methyl]prop-2-en-1-yl}but-3-enamide

Base Information

Chemical Name:(-)-N-(2-bromobenzyl)-N-{(R)-1-[(trityloxy)methyl]prop-2-en-1-yl}but-3-enamide
CAS No.:1610673-03-4
Molecular Formula:C₃₄H₃₂BrNO₂
Molecular Weight:566.538
Hs Code.:

Synonyms:(-)-N-(2-bromobenzyl)-N-{(R)-1-[(trityloxy)methyl]prop-2-en-1-yl}but-3-enamide

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (-)-N-(2-bromobenzyl)-N-{(R)-1-[(trityloxy)methyl]prop-2-en-1-yl}but-3-enamide

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Technology Process of (-)-N-(2-bromobenzyl)-N-{(R)-1-[(trityloxy)methyl]prop-2-en-1-yl}but-3-enamide

There total 3 articles about (-)-N-(2-bromobenzyl)-N-{(R)-1-[(trityloxy)methyl]prop-2-en-1-yl}but-3-enamide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.0%

: 625-38-7
but-3-enoic acid

: 1610672-99-5
(-)-(R)-N-(2-bromobenzyl)-1-(trityloxy)but-3-en-2-amine

: 1610673-03-4
(-)-N-(2-bromobenzyl)-N-{(R)-1-[(trityloxy)methyl]prop-2-en-1-yl}but-3-enamide

Guidance literature:: With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃; for 23h; Inert atmosphere;
DOI:10.1002/ejoc.201301813

Reference yield:

: 3959-05-5
2-bromobenzylamine

: 1610673-03-4
(-)-N-(2-bromobenzyl)-N-{(R)-1-[(trityloxy)methyl]prop-2-en-1-yl}but-3-enamide

Guidance literature:: Multi-step reaction with 2 steps

1: O,O’-(R)-1,1’-(dinaphthyl-2,2’-diyl)-N,N’-di-(R,R)-1-(2-methoxyphenyl)ethylphosphoramidite; bis(1,5-cyclooctadiene)diiridium(I) dichloride; 1,3,4,6,7,8-hexahydro-2H-pyrimido[1,2-a]pyrimidine / tetrahydrofuran / 4 h / 50 °C / Inert atmosphere

2: dicyclohexyl-carbodiimide; dmap / dichloromethane / 23 h / 20 °C / Inert atmosphere

With dmap; bis(1,5-cyclooctadiene)diiridium(I) dichloride; O,O’-(R)-1,1’-(dinaphthyl-2,2’-diyl)-N,N’-di-(R,R)-1-(2-methoxyphenyl)ethylphosphoramidite; 1,3,4,6,7,8-hexahydro-2H-pyrimido[1,2-a]pyrimidine; dicyclohexyl-carbodiimide; In tetrahydrofuran; dichloromethane;
DOI:10.1002/ejoc.201301813

Reference yield:

: cinnamyl methyl carbonate

: 1610673-03-4
(-)-N-(2-bromobenzyl)-N-{(R)-1-[(trityloxy)methyl]prop-2-en-1-yl}but-3-enamide

Guidance literature:: Multi-step reaction with 2 steps

1: O,O’-(R)-1,1’-(dinaphthyl-2,2’-diyl)-N,N’-di-(R,R)-1-(2-methoxyphenyl)ethylphosphoramidite; bis(1,5-cyclooctadiene)diiridium(I) dichloride; 1,3,4,6,7,8-hexahydro-2H-pyrimido[1,2-a]pyrimidine / tetrahydrofuran / 4 h / 50 °C / Inert atmosphere

2: dicyclohexyl-carbodiimide; dmap / dichloromethane / 23 h / 20 °C / Inert atmosphere

With dmap; bis(1,5-cyclooctadiene)diiridium(I) dichloride; O,O’-(R)-1,1’-(dinaphthyl-2,2’-diyl)-N,N’-di-(R,R)-1-(2-methoxyphenyl)ethylphosphoramidite; 1,3,4,6,7,8-hexahydro-2H-pyrimido[1,2-a]pyrimidine; dicyclohexyl-carbodiimide; In tetrahydrofuran; dichloromethane;
DOI:10.1002/ejoc.201301813