tert-butyl (R,R,R)-3-[N-(3′-chloropropyl)-N-(α-methylbenzyl)amino]-5-(benzyloxy)decanoate

Base Information

Chemical Name:tert-butyl (R,R,R)-3-[N-(3′-chloropropyl)-N-(α-methylbenzyl)amino]-5-(benzyloxy)decanoate
CAS No.:1403934-19-9
Molecular Formula:C₃₂H₄₈ClNO₃
Molecular Weight:530.191
Hs Code.:

Synonyms:tert-butyl (R,R,R)-3-[N-(3′-chloropropyl)-N-(α-methylbenzyl)amino]-5-(benzyloxy)decanoate

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Chemical Property of tert-butyl (R,R,R)-3-[N-(3′-chloropropyl)-N-(α-methylbenzyl)amino]-5-(benzyloxy)decanoate

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Technology Process of tert-butyl (R,R,R)-3-[N-(3′-chloropropyl)-N-(α-methylbenzyl)amino]-5-(benzyloxy)decanoate

There total 6 articles about tert-butyl (R,R,R)-3-[N-(3′-chloropropyl)-N-(α-methylbenzyl)amino]-5-(benzyloxy)decanoate 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: 84.0%

: 1393593-20-8
(R)-N-(3′-chloropropyl)-N-(α-methylbenzyl)amine

: 1403934-36-0
tert-butyl (R,E) 5-(benzyloxy)dec-2-enoate

: 1403934-19-9
tert-butyl (R,R,R)-3-[N-(3′-chloropropyl)-N-(α-methylbenzyl)amino]-5-(benzyloxy)decanoate

Guidance literature:: (R)-N-(3′-chloropropyl)-N-(α-methylbenzyl)amine; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 0.25h; Inert atmosphere;

tert-butyl (R,E) 5-(benzyloxy)dec-2-enoate; In tetrahydrofuran; at -78 ℃; for 2h; Inert atmosphere;
DOI:10.1021/jo301830j

Reference yield: 41.0%

: 1393593-20-8
(R)-N-(3′-chloropropyl)-N-(α-methylbenzyl)amine

: 1403934-16-6
tert-butyl (RS,E) 5-(benzyloxy)dec-2-enoate

: 1403934-19-9
tert-butyl (R,R,R)-3-[N-(3′-chloropropyl)-N-(α-methylbenzyl)amino]-5-(benzyloxy)decanoate

: 1403934-20-2
tert-butyl (3R,5S,αR)-3-[N-(3'-chloropropyl)-N-(α-methylbenzyl)amino]-5-(benzyloxy)decanoate

Guidance literature:: (R)-N-(3′-chloropropyl)-N-(α-methylbenzyl)amine; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 0.25h; Inert atmosphere;

tert-butyl (RS,E) 5-(benzyloxy)dec-2-enoate; In tetrahydrofuran; at -78 ℃; for 2h; Inert atmosphere;
DOI:10.1021/jo301830j

Reference yield:

: 66-25-1
hexanal

: 1403934-19-9
tert-butyl (R,R,R)-3-[N-(3′-chloropropyl)-N-(α-methylbenzyl)amino]-5-(benzyloxy)decanoate

Guidance literature:: Multi-step reaction with 4 steps

1.1: (-)-diisopinocamphenylborane chloride / diethyl ether / 1 h / -78 - 0 °C / Inert atmosphere

1.2: 1 h / -78 °C / Inert atmosphere

2.1: sodium hydride / tetrahydrofuran; mineral oil / 1 h / 20 °C

2.2: 18 h / 20 °C

3.1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane; ethanol / 24 h / 40 °C

4.1: n-butyllithium / tetrahydrofuran / 0.25 h / -78 °C / Inert atmosphere

4.2: 2 h / -78 °C / Inert atmosphere

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; n-butyllithium; sodium hydride; (-)-diisopinocamphenylborane chloride; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane; mineral oil;
DOI:10.1021/jo301830j