(1R,2S)-1-((1R)-2-benzyloxy-1-methylethyl)-2-(3-hydroxypropyl)-2-nitro-cyclopentane

Base Information

Chemical Name:(1R,2S)-1-((1R)-2-benzyloxy-1-methylethyl)-2-(3-hydroxypropyl)-2-nitro-cyclopentane
CAS No.:857685-64-4
Molecular Formula:C₁₈H₂₇NO₄
Molecular Weight:321.417
Hs Code.:

Synonyms:(1R,2S)-1-((1R)-2-benzyloxy-1-methylethyl)-2-(3-hydroxypropyl)-2-nitro-cyclopentane

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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 (1R,2S)-1-((1R)-2-benzyloxy-1-methylethyl)-2-(3-hydroxypropyl)-2-nitro-cyclopentane

Chemical Property:

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Technology Process of (1R,2S)-1-((1R)-2-benzyloxy-1-methylethyl)-2-(3-hydroxypropyl)-2-nitro-cyclopentane

There total 9 articles about (1R,2S)-1-((1R)-2-benzyloxy-1-methylethyl)-2-(3-hydroxypropyl)-2-nitro-cyclopentane 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: 84.0%

: 857685-63-3
3-[1'-(S)-nitro-2'-(R)-(2''-benzyloxy-1''-(R)-methylethyl)-cyclopentyl]-propionic acid methyl ester

: 857685-64-4
(1R,2S)-1-((1R)-2-benzyloxy-1-methylethyl)-2-(3-hydroxypropyl)-2-nitro-cyclopentane

Guidance literature:: With sodium tetrahydroborate; In 1,4-dioxane; water; at 20 ℃; for 24h;
DOI:10.1021/jo047882v

Reference yield:

: 4934-95-6
methyl 2-(2-oxocyclopentyl)acetate

: 857685-64-4
(1R,2S)-1-((1R)-2-benzyloxy-1-methylethyl)-2-(3-hydroxypropyl)-2-nitro-cyclopentane

Guidance literature:: Multi-step reaction with 9 steps

1.1: hydrogen / [(R)-BINAP-RuCl₂](DMF)n / methanol / 24 h / 100 °C / 19001.3 Torr

2.1: lithium diisopropylamide / tetrahydrofuran; hexane / 0.5 h / -78 °C

2.2: tetrahydrofuran; hexane / 6 h / -78 °C

3.1: LiAlH₄ / tetrahydrofuran / 4 h / Heating

4.1: sodium hydride / tetrahydrofuran / 10 h / 20 °C

5.1: pyridinium chlorochromate; Celite / CH₂Cl₂ / 4 h / 20 °C

6.1: hydroxylamine hydrochloride; potassium carbonate / methanol / 4 h / 20 °C

7.1: m-CPBA; Na₂HPO₄; urea / acetonitrile / 80 °C

8.1: Triton B / methanol; tetrahydrofuran; 2-methyl-propan-2-ol / 48 h / 20 °C

9.1: LiBH₄ / tetrahydrofuran / 24 h / 20 °C

With disodium hydrogenphosphate; lithium aluminium tetrahydride; lithium borohydride; Celite; hydroxylamine hydrochloride; hydrogen; N-benzyl-trimethylammonium hydroxide; sodium hydride; potassium carbonate; 3-chloro-benzenecarboperoxoic acid; urea; pyridinium chlorochromate; lithium diisopropyl amide; [(R)-BINAP-RuCl₂](DMF)n; In tetrahydrofuran; methanol; hexane; dichloromethane; acetonitrile; tert-butyl alcohol; 8.1: Michael addition;
DOI:10.1016/j.tet.2007.03.031

Reference yield:

: 857685-62-2
(1R)-1-((1R)-2-benzyloxy-1-methylethyl)-2-nitrocyclopentane

: 857685-64-4
(1R,2S)-1-((1R)-2-benzyloxy-1-methylethyl)-2-(3-hydroxypropyl)-2-nitro-cyclopentane

Guidance literature:: Multi-step reaction with 2 steps

1: Triton B / methanol; tetrahydrofuran; 2-methyl-propan-2-ol / 48 h / 20 °C

2: LiBH₄ / tetrahydrofuran / 24 h / 20 °C

With lithium borohydride; N-benzyl-trimethylammonium hydroxide; In tetrahydrofuran; methanol; tert-butyl alcohol; 1: Michael addition;
DOI:10.1016/j.tet.2007.03.031