(3S,4R,E)-N-allyl-4-(tert-butyldimethylsilyloxy)-7-(tert-butyldiphenylsilyloxy)-1-phenylhept-1-en-3-amine

Base Information

Chemical Name:(3S,4R,E)-N-allyl-4-(tert-butyldimethylsilyloxy)-7-(tert-butyldiphenylsilyloxy)-1-phenylhept-1-en-3-amine
CAS No.:910823-73-3
Molecular Formula:C₃₈H₅₅NO₂Si₂
Molecular Weight:614.031
Hs Code.:

Synonyms:(3S,4R,E)-N-allyl-4-(tert-butyldimethylsilyloxy)-7-(tert-butyldiphenylsilyloxy)-1-phenylhept-1-en-3-amine

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Chemical Property of (3S,4R,E)-N-allyl-4-(tert-butyldimethylsilyloxy)-7-(tert-butyldiphenylsilyloxy)-1-phenylhept-1-en-3-amine

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Technology Process of (3S,4R,E)-N-allyl-4-(tert-butyldimethylsilyloxy)-7-(tert-butyldiphenylsilyloxy)-1-phenylhept-1-en-3-amine

There total 3 articles about (3S,4R,E)-N-allyl-4-(tert-butyldimethylsilyloxy)-7-(tert-butyldiphenylsilyloxy)-1-phenylhept-1-en-3-amine 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: 70.0%

: 910823-68-6
(3S,4R,E)-3-(allylamino)-7-(tert-butyldiphenylsilyloxy)-1-phenylhept-1-en-4-ol

: 69739-34-0
t-butyldimethylsiyl triflate

: 910823-73-3
(3S,4R,E)-N-allyl-4-(tert-butyldimethylsilyloxy)-7-(tert-butyldiphenylsilyloxy)-1-phenylhept-1-en-3-amine

Guidance literature:: With 2,6-dimethylpyridine; In dichloromethane; at 0 ℃; for 2.5h;
DOI:10.1021/jo0610661

Reference yield:

: 132047-92-8
tert-butyl(pent-4-en-1-yloxy)diphenylsilane

: 910823-73-3
(3S,4R,E)-N-allyl-4-(tert-butyldimethylsilyloxy)-7-(tert-butyldiphenylsilyloxy)-1-phenylhept-1-en-3-amine

Guidance literature:: Multi-step reaction with 3 steps

1.1: 90.8 percent / Grubbs II catalyst / CH₂Cl₂ / 18 h / Heating

2.1: AD-mix-β; MeSO2NH2; water / 2-methyl-propan-2-ol / 24 h / 20 °C

2.2: CH₂Cl₂ / 40 h / 20 °C

3.1: 70 percent / 2,6-lutidine / CH₂Cl₂ / 2.5 h / 0 °C

With 2,6-dimethylpyridine; methanesulfonamide; AD-mix-β; water; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In dichloromethane; tert-butyl alcohol; 2.2: Petasis reaction;
DOI:10.1021/jo0610661

Reference yield:

: 910823-64-2
((E)-5-(phenylsulfonyl)pent-4-enyloxy)(tert-butyl)diphenylsilane

: 910823-73-3
(3S,4R,E)-N-allyl-4-(tert-butyldimethylsilyloxy)-7-(tert-butyldiphenylsilyloxy)-1-phenylhept-1-en-3-amine

Guidance literature:: Multi-step reaction with 2 steps

1.1: AD-mix-β; MeSO2NH2; water / 2-methyl-propan-2-ol / 24 h / 20 °C

1.2: CH₂Cl₂ / 40 h / 20 °C

2.1: 70 percent / 2,6-lutidine / CH₂Cl₂ / 2.5 h / 0 °C

With 2,6-dimethylpyridine; methanesulfonamide; AD-mix-β; water; In dichloromethane; tert-butyl alcohol; 1.2: Petasis reaction;
DOI:10.1021/jo0610661