Acetic acid (1R,4R,5R)-4,5-bis-benzyloxy-2-nitro-cyclopent-2-enylmethyl ester

Base Information

Chemical Name:Acetic acid (1R,4R,5R)-4,5-bis-benzyloxy-2-nitro-cyclopent-2-enylmethyl ester
CAS No.:149454-95-5
Molecular Formula:C₂₂H₂₃NO₆
Molecular Weight:397.428
Hs Code.:

Synonyms:Acetic acid (1R,4R,5R)-4,5-bis-benzyloxy-2-nitro-cyclopent-2-enylmethyl ester

Suppliers and Price of Acetic acid (1R,4R,5R)-4,5-bis-benzyloxy-2-nitro-cyclopent-2-enylmethyl ester

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of Acetic acid (1R,4R,5R)-4,5-bis-benzyloxy-2-nitro-cyclopent-2-enylmethyl ester

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Technology Process of Acetic acid (1R,4R,5R)-4,5-bis-benzyloxy-2-nitro-cyclopent-2-enylmethyl ester

There total 16 articles about Acetic acid (1R,4R,5R)-4,5-bis-benzyloxy-2-nitro-cyclopent-2-enylmethyl 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:

: 149454-88-6
methyl 2-O-benzyl-3,4-O-isopropylidene-β-D-arabinopyranoside

: 149454-95-5
Acetic acid (1R,4R,5R)-4,5-bis-benzyloxy-2-nitro-cyclopent-2-enylmethyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: 80percent acetic acid / H₂O / 8 h / 50 °C

2: 1.) dibutyltin oxide; 2.) CsF / 1.) toluene, reflux, 3 h; 2.) DMF, 25 deg C, 2 h

3: 1.) (COCl)2, DMSO; 2.) triethylamine / 1.) CH₂Cl₂, -40 deg C, 6 h; 2.) CH₂Cl₂, 25 deg C, 30 min

4: KF, 18-crown-6 / dimethylformamide / 0.5 h / 25 °C

5: p-toluenesulfonic acid monohydrate / 25 °C

6: NaBH₄ / ethanol / 1 h / 25 °C

7: 57 percent / concd. HCl / acetic acid / 30 °C

8: 86 percent / CsF / dimethylformamide / 3 h / 25 °C

9: p-toluenesulfonic acid monohydrate / 0.5 h / 25 °C

With hydrogenchloride; potassium fluoride; sodium tetrahydroborate; oxalyl dichloride; 18-crown-6 ether; di(n-butyl)tin oxide; toluene-4-sulfonic acid; acetic acid; dimethyl sulfoxide; triethylamine; cesium fluoride; In ethanol; water; acetic acid; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(01)89611-3

Reference yield:

: 149454-92-2
(2R,3S,4R,5R)-3,4-Bis-benzyloxy-2-methoxy-5-nitromethyl-tetrahydro-pyran

: 149454-95-5
Acetic acid (1R,4R,5R)-4,5-bis-benzyloxy-2-nitro-cyclopent-2-enylmethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 57 percent / concd. HCl / acetic acid / 30 °C

2: 86 percent / CsF / dimethylformamide / 3 h / 25 °C

3: p-toluenesulfonic acid monohydrate / 0.5 h / 25 °C

With hydrogenchloride; toluene-4-sulfonic acid; cesium fluoride; In acetic acid; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(01)89611-3

Reference yield:

: (3R,4R,5S,6R)-5-Benzyloxy-6-methoxy-tetrahydro-pyran-3,4-diol

: 149454-95-5
Acetic acid (1R,4R,5R)-4,5-bis-benzyloxy-2-nitro-cyclopent-2-enylmethyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 1.) dibutyltin oxide; 2.) CsF / 1.) toluene, reflux, 3 h; 2.) DMF, 25 deg C, 2 h

2: 1.) (COCl)2, DMSO; 2.) triethylamine / 1.) CH₂Cl₂, -40 deg C, 6 h; 2.) CH₂Cl₂, 25 deg C, 30 min

3: KF, 18-crown-6 / dimethylformamide / 0.5 h / 25 °C

4: p-toluenesulfonic acid monohydrate / 25 °C

5: NaBH₄ / ethanol / 1 h / 25 °C

6: 57 percent / concd. HCl / acetic acid / 30 °C

7: 86 percent / CsF / dimethylformamide / 3 h / 25 °C

8: p-toluenesulfonic acid monohydrate / 0.5 h / 25 °C

With hydrogenchloride; potassium fluoride; sodium tetrahydroborate; oxalyl dichloride; 18-crown-6 ether; di(n-butyl)tin oxide; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; cesium fluoride; In ethanol; acetic acid; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(01)89611-3