(3R,5S,1'S)-3-Benzyl-5-<1'--2'-phenylethyl>dihydrofuran-2(3H)-one

Base Information

• Chemical Name: (3R,5S,1'S)-3-Benzyl-5-<1'--2'-phenylethyl>dihydrofuran-2(3H)-one
• CAS No.: 145655-09-0
• Molecular Formula: C₂₆H₂₇NO₂
• Molecular Weight: 385.506
• Mol file: 145655-09-0.mol

Synonyms:(3R,5S,1'S)-3-Benzyl-5-<1'--2'-phenylethyl>dihydrofuran-2(3H)-one

Chemical Property of (3R,5S,1'S)-3-Benzyl-5-<1'--2'-phenylethyl>dihydrofuran-2(3H)-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3R,5S,1'S)-3-Benzyl-5-<1'--2'-phenylethyl>dihydrofuran-2(3H)-one

There total 18 articles about (3R,5S,1'S)-3-Benzyl-5-<1'--2'-phenylethyl>dihydrofuran-2(3H)-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:

(E)-(S)-5-(Benzyl-tert-butoxycarbonyl-amino)-4-oxo-6-phenyl-hex-2-enoic acid methyl ester (145655-04-5) → (3R,5S,1'S)-3-Benzyl-5-<1'--2'-phenylethyl>dihydrofuran-2(3H)-one (145655-09-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 88 percent / H₂ / Pd/BaSO₄ / methanol / 4 h / 760 Torr / Ambient temperature

2: NaBH₄ / methanol / 2 h / -50 °C

4: 40percent TFA in CH₂Cl₂ / 0.17 h / Ambient temperature

With sodium tetrahydroborate; hydrogen; trifluoroacetic acid; Pd-BaSO₄; In methanol;

DOI:10.1016/S0040-4039(00)60888-2

Reference yield:

(E)-(4S,5S)-5-(Benzyl-tert-butoxycarbonyl-amino)-4-hydroxy-6-phenyl-hex-2-enoic acid methyl ester (145655-03-4) → (3R,5S,1'S)-3-Benzyl-5-<1'--2'-phenylethyl>dihydrofuran-2(3H)-one (145655-09-0)

Guidance literature:

Multi-step reaction with 5 steps

1: 98 percent / Ac₂O/DMSO / 18 h / Ambient temperature

2: 88 percent / H₂ / Pd/BaSO₄ / methanol / 4 h / 760 Torr / Ambient temperature

3: NaBH₄ / methanol / 2 h / -50 °C

5: 40percent TFA in CH₂Cl₂ / 0.17 h / Ambient temperature

With sodium tetrahydroborate; hydrogen; acetic anhydride; dimethyl sulfoxide; trifluoroacetic acid; Pd-BaSO₄; In methanol;

DOI:10.1016/S0040-4039(00)60888-2

Reference yield:

(3R,5S,1'S)-3-Benzyl-5-<1'--2'-phenylethyl>dihydrofuran-2(3H)-one (145655-08-9) → (3R,5S,1'S)-3-Benzyl-5-<1'--2'-phenylethyl>dihydrofuran-2(3H)-one (145655-09-0)

Guidance literature:

With trifluoroacetic acid; for 0.166667h; Ambient temperature;

DOI:10.1016/S0040-4039(00)60888-2

upstream raw materials:

(3R,5S,1'S)-3-Benzyl-5-<1'--2'-phenylethyl>dihydrofuran-2(3H)-one

(1'R,2'S)-2-<2-(N-benzyl-N-tert-butoxycarbonylamino)-1-hydroxy-3-phenylpropyl>-1,3-thiazole

(2R,3S)-3--2-<(tert-butyldimethylsilyl)oxy>-4-phenylbutanal

Methyl (4S,5S)-5--4-<(tert-butyldimethylsilyl)oxy>-6-phenylhexanoate

Downstream raw materials:

(3R,5S)-3-benzyl-5-{(1S)-1-[(tert-butoxycarbonyl)amino]-2-phenylethyl}dihydrofuran-2-(3H)-one