(1R,2R,5S)-2-Hydroxymethyl-1,2-dimethyl-5-((3aR,4R,6R,7aS)-2,2,4-trimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-yloxymethyl)-cyclopentanecarboxylic acid benzyl ester

Base Information

Chemical Name:(1R,2R,5S)-2-Hydroxymethyl-1,2-dimethyl-5-((3aR,4R,6R,7aS)-2,2,4-trimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-yloxymethyl)-cyclopentanecarboxylic acid benzyl ester
CAS No.:221145-29-5
Molecular Formula:C₂₆H₃₈O₇
Molecular Weight:462.584
Hs Code.:

(1R,2R,5S)-2-Hydroxymethyl-1,2-dimethyl-5-((3aR,4R,6R,7aS)-2,2,4-trimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-yloxymethyl)-cyclopentanecarboxylic acid benzyl ester

Synonyms:(1R,2R,5S)-2-Hydroxymethyl-1,2-dimethyl-5-((3aR,4R,6R,7aS)-2,2,4-trimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-yloxymethyl)-cyclopentanecarboxylic acid benzyl ester

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Chemical Property of (1R,2R,5S)-2-Hydroxymethyl-1,2-dimethyl-5-((3aR,4R,6R,7aS)-2,2,4-trimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-yloxymethyl)-cyclopentanecarboxylic acid benzyl ester

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Technology Process of (1R,2R,5S)-2-Hydroxymethyl-1,2-dimethyl-5-((3aR,4R,6R,7aS)-2,2,4-trimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-yloxymethyl)-cyclopentanecarboxylic acid benzyl ester

There total 4 articles about (1R,2R,5S)-2-Hydroxymethyl-1,2-dimethyl-5-((3aR,4R,6R,7aS)-2,2,4-trimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-yloxymethyl)-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: 78.0%

: 221145-12-6
(1R,2R,5S)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-1,2-dimethyl-5-((3aR,4R,6R,7aS)-2,2,4-trimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-yloxymethyl)-cyclopentanecarboxylic acid benzyl ester

: 221145-29-5
(1R,2R,5S)-2-Hydroxymethyl-1,2-dimethyl-5-((3aR,4R,6R,7aS)-2,2,4-trimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-yloxymethyl)-cyclopentanecarboxylic acid benzyl ester

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; Ambient temperature;
DOI:10.1016/S0960-894X(98)00693-3

Reference yield:

: 218271-70-6
Benzoic acid (1S,2R,3R)-2-benzyloxycarbonyl-3-hydroxymethyl-2,3-dimethyl-cyclopentylmethyl ester

: 221145-29-5
(1R,2R,5S)-2-Hydroxymethyl-1,2-dimethyl-5-((3aR,4R,6R,7aS)-2,2,4-trimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-yloxymethyl)-cyclopentanecarboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 94 percent / imidazole / dimethylformamide / Ambient temperature

2: 83 percent / aq. LiOH / methanol; tetrahydrofuran

3: BF₃*Et₂O / CH₂Cl₂

4: 78 percent / TBAF / tetrahydrofuran / Ambient temperature

With 1H-imidazole; lithium hydroxide; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0960-894X(98)00693-3

Reference yield:

: 221145-10-4
(1R,2R,5S)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-5-hydroxymethyl-1,2-dimethyl-cyclopentanecarboxylic acid benzyl ester

: 221145-29-5
(1R,2R,5S)-2-Hydroxymethyl-1,2-dimethyl-5-((3aR,4R,6R,7aS)-2,2,4-trimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-yloxymethyl)-cyclopentanecarboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: BF₃*Et₂O / CH₂Cl₂

2: 78 percent / TBAF / tetrahydrofuran / Ambient temperature

With boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; In tetrahydrofuran; dichloromethane;
DOI:10.1016/S0960-894X(98)00693-3