(1R,2S)-2-(dimethylamino)-1-phenylpropyl (2S,3S,5R)-5-(benzyloxy)-2-hexyl-3-hydroxyhexadecanoate

Base Information

Chemical Name:(1R,2S)-2-(dimethylamino)-1-phenylpropyl (2S,3S,5R)-5-(benzyloxy)-2-hexyl-3-hydroxyhexadecanoate
CAS No.:114264-04-9
Molecular Formula:C₄₀H₆₅NO₄
Molecular Weight:623.96
Hs Code.:

Synonyms:(1R,2S)-2-(dimethylamino)-1-phenylpropyl (2S,3S,5R)-5-(benzyloxy)-2-hexyl-3-hydroxyhexadecanoate

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Chemical Property of (1R,2S)-2-(dimethylamino)-1-phenylpropyl (2S,3S,5R)-5-(benzyloxy)-2-hexyl-3-hydroxyhexadecanoate

Chemical Property:

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Technology Process of (1R,2S)-2-(dimethylamino)-1-phenylpropyl (2S,3S,5R)-5-(benzyloxy)-2-hexyl-3-hydroxyhexadecanoate

There total 7 articles about (1R,2S)-2-(dimethylamino)-1-phenylpropyl (2S,3S,5R)-5-(benzyloxy)-2-hexyl-3-hydroxyhexadecanoate 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:

: 112763-97-0
(R)-3-phenylmethyloxy-tetradecanal

: 114264-03-8
1-octen-1-al <(1R,2S)-2-(dimethylamino)-1-phenylpropyl> trimethylsilyl acetal

: 114264-04-9
(1R,2S)-2-(dimethylamino)-1-phenylpropyl (2S,3S,5R)-5-(benzyloxy)-2-hexyl-3-hydroxyhexadecanoate

: (R)-5-Benzyloxy-2-hexyl-3-hydroxy-hexadecanoic acid (1R,2S)-2-dimethylamino-1-phenyl-propyl ester

Guidance literature:: With titanium tetrachloride; In dichloromethane; at -78 ℃; for 1.5h; Yield given. Yields of byproduct given;
DOI:10.1002/hlca.19870700522

Reference yield:

: 81927-55-1
O-benzyl 2,2,2-trichloroacetimidate

: 114264-04-9
(1R,2S)-2-(dimethylamino)-1-phenylpropyl (2S,3S,5R)-5-(benzyloxy)-2-hexyl-3-hydroxyhexadecanoate

Guidance literature:: Multi-step reaction with 3 steps

1: 78 percent / trifluoromethansulfonic acid / CH₂Cl₂; cyclohexane / 3.5 h / Ambient temperature

2: 82 percent / DIBAH / CH₂Cl₂ / 0.5 h / -78 °C

3: TiCl₄ / CH₂Cl₂ / 1.5 h / -78 °C

With trifluorormethanesulfonic acid; titanium tetrachloride; diisobutylaluminium hydride; In dichloromethane; cyclohexane;
DOI:10.1002/hlca.19870700522

Reference yield:

: 552-79-4
(-)-N-methylephedrine

: 114264-04-9
(1R,2S)-2-(dimethylamino)-1-phenylpropyl (2S,3S,5R)-5-(benzyloxy)-2-hexyl-3-hydroxyhexadecanoate

Guidance literature:: Multi-step reaction with 3 steps

1: 89.2 percent / various solvent(s) / 72 h / Ambient temperature

2: BuLi / tetrahydrofuran / 1 h / -78 °C

3: TiCl₄ / CH₂Cl₂ / 1.5 h / -78 °C

With n-butyllithium; titanium tetrachloride; In tetrahydrofuran; dichloromethane;
DOI:10.1002/hlca.19870700522