4-Nitro-benzoic acid (1S,2S)-2-benzyloxy-2-((R)-6-oxo-3,6-dihydro-2H-pyran-2-yl)-1-phenyl-ethyl ester

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Chemical Name:4-Nitro-benzoic acid (1S,2S)-2-benzyloxy-2-((R)-6-oxo-3,6-dihydro-2H-pyran-2-yl)-1-phenyl-ethyl ester
CAS No.:194355-08-3
Molecular Formula:C₂₇H₂₃NO₇
Molecular Weight:473.482
Hs Code.:

Synonyms:4-Nitro-benzoic acid (1S,2S)-2-benzyloxy-2-((R)-6-oxo-3,6-dihydro-2H-pyran-2-yl)-1-phenyl-ethyl ester

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Chemical Property of 4-Nitro-benzoic acid (1S,2S)-2-benzyloxy-2-((R)-6-oxo-3,6-dihydro-2H-pyran-2-yl)-1-phenyl-ethyl ester

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Technology Process of 4-Nitro-benzoic acid (1S,2S)-2-benzyloxy-2-((R)-6-oxo-3,6-dihydro-2H-pyran-2-yl)-1-phenyl-ethyl ester

There total 9 articles about 4-Nitro-benzoic acid (1S,2S)-2-benzyloxy-2-((R)-6-oxo-3,6-dihydro-2H-pyran-2-yl)-1-phenyl-ethyl ester 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: 49.0%

: 146236-73-9,96422-52-5
(+)-goniodiol

: 62-23-7
4-nitro-benzoic acid

: 194355-08-3
4-Nitro-benzoic acid (1S,2S)-2-benzyloxy-2-((R)-6-oxo-3,6-dihydro-2H-pyran-2-yl)-1-phenyl-ethyl ester

Guidance literature:: With triphenylphosphine; diethylazodicarboxylate; In benzene; Ambient temperature;
DOI:10.1021/jo970725u

Reference yield:

: 153000-32-9
(R)-5-[(1R,2S,3R)-2-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-1-hydroxy-3-phenyl-propyl]-5H-furan-2-one

: 194355-08-3
4-Nitro-benzoic acid (1S,2S)-2-benzyloxy-2-((R)-6-oxo-3,6-dihydro-2H-pyran-2-yl)-1-phenyl-ethyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: 97 percent / CH₂Cl₂ / 10 h / Ambient temperature

2: DIBALH / diethyl ether / 0.17 h / -78 °C

4: 100 percent / DMAP / CH₂Cl₂ / 0.17 h / Ambient temperature

5: 88 percent / Zn/Hg, HCl / diethyl ether / 0.5 h / -20 °C

6: 90 percent / DBU / tetrahydrofuran / 26 h / Ambient temperature

7: 100 percent / LiOH / tetrahydrofuran; H₂O

8: 97 percent / TiCl₄ / CH₂Cl₂

9: 49 percent / PPh₃, DEAD / benzene / Ambient temperature

With hydrogenchloride; dmap; lithium hydroxide; titanium tetrachloride; diisobutylaluminium hydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; triphenylphosphine; mercury; zinc; diethylazodicarboxylate; In tetrahydrofuran; diethyl ether; dichloromethane; water; benzene;
DOI:10.1021/jo970725u

Reference yield:

: (R)-5-[(1R,2R,3R)-2-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-3-phenyl-1-trimethylsilanyloxy-propyl]-2,5-dihydro-furan-2-ol

: 194355-08-3
4-Nitro-benzoic acid (1S,2S)-2-benzyloxy-2-((R)-6-oxo-3,6-dihydro-2H-pyran-2-yl)-1-phenyl-ethyl ester

Guidance literature:: Multi-step reaction with 7 steps

2: 100 percent / DMAP / CH₂Cl₂ / 0.17 h / Ambient temperature

3: 88 percent / Zn/Hg, HCl / diethyl ether / 0.5 h / -20 °C

4: 90 percent / DBU / tetrahydrofuran / 26 h / Ambient temperature

5: 100 percent / LiOH / tetrahydrofuran; H₂O

6: 97 percent / TiCl₄ / CH₂Cl₂

7: 49 percent / PPh₃, DEAD / benzene / Ambient temperature

With hydrogenchloride; dmap; lithium hydroxide; titanium tetrachloride; 1,8-diazabicyclo[5.4.0]undec-7-ene; triphenylphosphine; mercury; zinc; diethylazodicarboxylate; In tetrahydrofuran; diethyl ether; dichloromethane; water; benzene;
DOI:10.1021/jo970725u