(4R,5R)-3-benzyl-5-{(1S)-1-[(tert-butoxycarbonyl)amino]-2-phenylethyl}dihydrofuran-2-(3H)-one

Base Information

• Chemical Name: (4R,5R)-3-benzyl-5-{(1S)-1-[(tert-butoxycarbonyl)amino]-2-phenylethyl}dihydrofuran-2-(3H)-one
• CAS No.: 98737-42-9
• Molecular Formula: C₂₄H₂₉NO₄
• Molecular Weight: 395.499
• Mol file: 98737-42-9.mol

Synonyms:(4R,5R)-3-benzyl-5-{(1S)-1-[(tert-butoxycarbonyl)amino]-2-phenylethyl}dihydrofuran-2-(3H)-one

Chemical Property of (4R,5R)-3-benzyl-5-{(1S)-1-[(tert-butoxycarbonyl)amino]-2-phenylethyl}dihydrofuran-2-(3H)-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4R,5R)-3-benzyl-5-{(1S)-1-[(tert-butoxycarbonyl)amino]-2-phenylethyl}dihydrofuran-2-(3H)-one

There total 31 articles about (4R,5R)-3-benzyl-5-{(1S)-1-[(tert-butoxycarbonyl)amino]-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: 97.0%

(5R)-3-benzylidene-5-{(1S)-1-[(tert-butoxycarbonyl)amino]-2-phenylethyl}dihydrofuran-2-one → (4R,5R)-3-benzyl-5-{(1S)-1-[(tert-butoxycarbonyl)amino]-2-phenylethyl}dihydrofuran-2-(3H)-one (98737-42-9)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In methanol; ethyl acetate; for 2h; under 3102.97 Torr;

DOI:10.1021/ol2020384

Reference yield: 85.0%

di-tert-butyl dicarbonate (24424-99-5) + (3R,5R)-3-Benzyl-5-((S)-1-dibenzylamino-2-phenyl-ethyl)-dihydro-furan-2-one (190521-32-5) → (4R,5R)-3-benzyl-5-{(1S)-1-[(tert-butoxycarbonyl)amino]-2-phenylethyl}dihydrofuran-2-(3H)-one (98737-42-9)

Guidance literature:

With hydrogen; palladium dihydroxide; In methanol; under 2585.7 Torr; Ambient temperature;

DOI:10.1055/s-1997-803

Reference yield: 82.0%

<3aS-<3(1R*,2S*,4S*)-3aα,8aα>>-N-<2-hydroxy-5-oxo-1,4-bis(phenylmethyl)-5-(3,3a,8,8a-tetrahydro-2,2-dimethyl-2H-indano<1,2-d>oxazol-3-yl)pentyl>carbamic acid 1,1-dimethylethyl ester (146338-84-3) → (4R,5R)-3-benzyl-5-{(1S)-1-[(tert-butoxycarbonyl)amino]-2-phenylethyl}dihydrofuran-2-(3H)-one (98737-42-9) + (1R,2S)-cis-aminoindanol tosylate

Guidance literature:

With toluene-4-sulfonic acid; In toluene; Ambient temperature;

DOI:10.1021/ja962123i

upstream raw materials:

(5R,1'S)-5-<1-<<(tert-butyloxy)carbonyl>amino>-2-phenylethyl>-3-methylenedihydrofuran-2(4H)-one

phenyllithium

<3aS-<3(1R*,2S*,4S*)-3aα,8aα>>-N-<2-hydroxy-5-oxo-1,4-bis(phenylmethyl)-5-(3,3a,8,8a-tetrahydro-2,2-dimethyl-2H-indano<1,2-d>oxazol-3-yl)pentyl>carbamic acid 1,1-dimethylethyl ester

di-tert-butyl dicarbonate

Downstream raw materials:

C₅₈H₇₈N₄O₇Si

C₆₀H₇₄N₄O₆Si

C₁₉H₂₁NO₂

C₅₂H₆₄N₄O₇