(1R,2R,5S)-2-Formyl-5-hydroxymethyl-1,2-dimethyl-cyclopentanecarboxylic acid benzyl ester

Base Information

Chemical Name:(1R,2R,5S)-2-Formyl-5-hydroxymethyl-1,2-dimethyl-cyclopentanecarboxylic acid benzyl ester
CAS No.:218271-72-8
Molecular Formula:C₁₇H₂₂O₄
Molecular Weight:290.359
Hs Code.:

Synonyms:(1R,2R,5S)-2-Formyl-5-hydroxymethyl-1,2-dimethyl-cyclopentanecarboxylic acid benzyl ester

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Chemical Property of (1R,2R,5S)-2-Formyl-5-hydroxymethyl-1,2-dimethyl-cyclopentanecarboxylic acid benzyl ester

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Technology Process of (1R,2R,5S)-2-Formyl-5-hydroxymethyl-1,2-dimethyl-cyclopentanecarboxylic acid benzyl ester

There total 12 articles about (1R,2R,5S)-2-Formyl-5-hydroxymethyl-1,2-dimethyl-cyclopentanecarboxylic acid benzyl 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: 90.0%

: 218271-71-7
Benzoic acid (1S,2R,3R)-2-benzyloxycarbonyl-3-formyl-2,3-dimethyl-cyclopentylmethyl ester

: 218271-72-8
(1R,2R,5S)-2-Formyl-5-hydroxymethyl-1,2-dimethyl-cyclopentanecarboxylic acid benzyl ester

Guidance literature:: With lithium hydroxide; In tetrahydrofuran; methanol; water; Ambient temperature;
DOI:10.1016/S0040-4039(98)01910-8

Reference yield:

: 10293-09-1
(1R,4R,7R)-9-bromocamphor

: 218271-72-8
(1R,2R,5S)-2-Formyl-5-hydroxymethyl-1,2-dimethyl-cyclopentanecarboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 11 steps

1: 96 percent / dimethylformamide / 110 °C

2: 93 percent / LiOH / tetrahydrofuran; H₂O / Ambient temperature

3: 80 percent / CrO₃, MnSO₄, aq. H₂SO₄

4: 87 percent / DBU / acetonitrile / Ambient temperature

5: 80 percent / SeO₂ / acetic anhydride / 145 °C

6: 74 percent / NaBH₄ / aq. ethanol / Ambient temperature

7: H₅IO₆ / tetrahydrofuran / Ambient temperature

8: NaBH₄ / aq. ethanol / Ambient temperature

9: 44 percent / DMAP / CH₂Cl₂ / -40 °C

10: 90 percent / PCC / CH₂Cl₂ / Ambient temperature

11: 90 percent / LiOH / tetrahydrofuran; H₂O; methanol / Ambient temperature

With chromium(VI) oxide; dmap; lithium hydroxide; sodium tetrahydroborate; manganese(II) sulfate; selenium(IV) oxide; sulfuric acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; periodic acid; pyridinium chlorochromate; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; acetic anhydride; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/S0040-4039(98)01910-8

Reference yield:

: 10293-10-4
3-endo-9-dibromo-1,7,7-trimethylbicyclo<2.2.1>heptan-2-one

: 218271-72-8
(1R,2R,5S)-2-Formyl-5-hydroxymethyl-1,2-dimethyl-cyclopentanecarboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 12 steps

1: 90 percent / Zn / acetic acid / Ambient temperature

2: 96 percent / dimethylformamide / 110 °C

3: 93 percent / LiOH / tetrahydrofuran; H₂O / Ambient temperature

4: 80 percent / CrO₃, MnSO₄, aq. H₂SO₄

5: 87 percent / DBU / acetonitrile / Ambient temperature

6: 80 percent / SeO₂ / acetic anhydride / 145 °C

7: 74 percent / NaBH₄ / aq. ethanol / Ambient temperature

8: H₅IO₆ / tetrahydrofuran / Ambient temperature

9: NaBH₄ / aq. ethanol / Ambient temperature

10: 44 percent / DMAP / CH₂Cl₂ / -40 °C

11: 90 percent / PCC / CH₂Cl₂ / Ambient temperature

12: 90 percent / LiOH / tetrahydrofuran; H₂O; methanol / Ambient temperature

With chromium(VI) oxide; dmap; lithium hydroxide; sodium tetrahydroborate; manganese(II) sulfate; selenium(IV) oxide; sulfuric acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; periodic acid; pyridinium chlorochromate; zinc; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; acetic anhydride; acetic acid; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/S0040-4039(98)01910-8