(1'R,2'S)-7-benzyloxy-4-[(2'-hydroxymethyl-1'-propyl)butyl]aminohept-3-en-2-one

Base Information

Chemical Name:(1'R,2'S)-7-benzyloxy-4-[(2'-hydroxymethyl-1'-propyl)butyl]aminohept-3-en-2-one
CAS No.:547738-51-2
Molecular Formula:C₂₂H₃₅NO₃
Molecular Weight:361.525
Hs Code.:

Synonyms:(1'R,2'S)-7-benzyloxy-4-[(2'-hydroxymethyl-1'-propyl)butyl]aminohept-3-en-2-one

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Chemical Property of (1'R,2'S)-7-benzyloxy-4-[(2'-hydroxymethyl-1'-propyl)butyl]aminohept-3-en-2-one

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Technology Process of (1'R,2'S)-7-benzyloxy-4-[(2'-hydroxymethyl-1'-propyl)butyl]aminohept-3-en-2-one

There total 5 articles about (1'R,2'S)-7-benzyloxy-4-[(2'-hydroxymethyl-1'-propyl)butyl]aminohept-3-en-2-one 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: 88.0%

: 547738-49-8
(2S,3R)-3-amino-2-ethylhexanol

: 7-benzyloxy-hept-3-yn-2-one

: 547738-51-2
(1'R,2'S)-7-benzyloxy-4-[(2'-hydroxymethyl-1'-propyl)butyl]aminohept-3-en-2-one

Guidance literature:: With potassium carbonate; In water; acetonitrile; at 50 ℃; for 10h;
DOI:10.1021/jo0341261

Reference yield:

: 101489-01-4
(E)-2-ethyl-2-hexenoic acid

: 547738-51-2
(1'R,2'S)-7-benzyloxy-4-[(2'-hydroxymethyl-1'-propyl)butyl]aminohept-3-en-2-one

Guidance literature:: Multi-step reaction with 5 steps

1.1: 85 percent / sulfuric acid / 72 h / 20 °C

2.1: n-BuLi / toluene / 1 h

2.2: toluene; tetrahydrofuran / 3.5 h / -78 - -40 °C

2.3: 67 percent / 2,6-di-tert-butyl-4-methylphenol / tetrahydrofuran; toluene / 1 h / -78 - 20 °C

3.1: LiAlH₄ / tetrahydrofuran / 12 h / Heating

4.1: 1.8 g / H₂ / 20 percent Pd(OH)2/C / methanol / 12 h / 50 °C / 38000 Torr

5.1: 88 percent / K₂CO₃ / acetonitrile; H₂O / 10 h / 50 °C

With lithium aluminium tetrahydride; n-butyllithium; sulfuric acid; hydrogen; potassium carbonate; palladium dihydroxide; In tetrahydrofuran; methanol; water; toluene; acetonitrile; 2.2: Michael addition / 5.1: Michael addition;
DOI:10.1021/jo0341261

Reference yield:

: 547738-45-4
2-ethylhex-2-enoic acid tert-butyl ester

: 547738-51-2
(1'R,2'S)-7-benzyloxy-4-[(2'-hydroxymethyl-1'-propyl)butyl]aminohept-3-en-2-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: n-BuLi / toluene / 1 h

1.2: toluene; tetrahydrofuran / 3.5 h / -78 - -40 °C

1.3: 67 percent / 2,6-di-tert-butyl-4-methylphenol / tetrahydrofuran; toluene / 1 h / -78 - 20 °C

2.1: LiAlH₄ / tetrahydrofuran / 12 h / Heating

3.1: 1.8 g / H₂ / 20 percent Pd(OH)2/C / methanol / 12 h / 50 °C / 38000 Torr

4.1: 88 percent / K₂CO₃ / acetonitrile; H₂O / 10 h / 50 °C

With lithium aluminium tetrahydride; n-butyllithium; hydrogen; potassium carbonate; palladium dihydroxide; In tetrahydrofuran; methanol; water; toluene; acetonitrile; 1.2: Michael addition / 4.1: Michael addition;
DOI:10.1021/jo0341261