(4S,5R)-4-Cyclohexylmethyl-2,2-dimethyl-oxazolidine-3,5-dicarboxylic acid 3-tert-butyl ester 5-(5-iodo-pentyl) ester

Base Information

Chemical Name:(4S,5R)-4-Cyclohexylmethyl-2,2-dimethyl-oxazolidine-3,5-dicarboxylic acid 3-tert-butyl ester 5-(5-iodo-pentyl) ester
CAS No.:155381-82-1
Molecular Formula:C₂₃H₄₀INO₅
Molecular Weight:537.479
Hs Code.:

Synonyms:(4S,5R)-4-Cyclohexylmethyl-2,2-dimethyl-oxazolidine-3,5-dicarboxylic acid 3-tert-butyl ester 5-(5-iodo-pentyl) ester

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Chemical Property of (4S,5R)-4-Cyclohexylmethyl-2,2-dimethyl-oxazolidine-3,5-dicarboxylic acid 3-tert-butyl ester 5-(5-iodo-pentyl) ester

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Technology Process of (4S,5R)-4-Cyclohexylmethyl-2,2-dimethyl-oxazolidine-3,5-dicarboxylic acid 3-tert-butyl ester 5-(5-iodo-pentyl) ester

There total 1 articles about (4S,5R)-4-Cyclohexylmethyl-2,2-dimethyl-oxazolidine-3,5-dicarboxylic acid 3-tert-butyl ester 5-(5-iodo-pentyl) 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%

: 628-77-3
1,5-diiodopentane

: 121533-54-8
(4S,5R)-3-tert-Butoxycarbonyl-4-cyclohexyl-methyl-2,2-dimethyloxazolidine-5-carboxylic acid

: 155381-82-1
(4S,5R)-4-Cyclohexylmethyl-2,2-dimethyl-oxazolidine-3,5-dicarboxylic acid 3-tert-butyl ester 5-(5-iodo-pentyl) ester

Guidance literature:: With potassium carbonate; In N,N-dimethyl-formamide; for 2h; Ambient temperature;
DOI:10.1016/S0040-4039(00)61590-3

Reference yield:

: 155381-82-1
(4S,5R)-4-Cyclohexylmethyl-2,2-dimethyl-oxazolidine-3,5-dicarboxylic acid 3-tert-butyl ester 5-(5-iodo-pentyl) ester

: (3R,4S,7R)-7-Amino-4-cyclohexylmethyl-3-hydroxy-1-oxa-9-thia-5-aza-cyclotetradecane-2,6-dione

Guidance literature:: Multi-step reaction with 5 steps

1: i-Pr₂NEt / ethanol; H₂O / 12 h / Ambient temperature

2: NaHCO₃ / H₂O; dioxane / 2 h / Ambient temperature

3: TFA / 0.5 h / Ambient temperature

4: EDC, DMAP, DMAP*HCl / CH₂Cl₂; tetrahydrofuran / Heating

5: DMS, TFA / Ambient temperature

With dmap; 2,3-dimercapto-succinic acid; 4-(dimethylamino)pyridine hydrochloride; sodium hydrogencarbonate; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; water;
DOI:10.1016/S0040-4039(00)61590-3

Reference yield:

: 155381-82-1
(4S,5R)-4-Cyclohexylmethyl-2,2-dimethyl-oxazolidine-3,5-dicarboxylic acid 3-tert-butyl ester 5-(5-iodo-pentyl) ester

: 155381-86-5
((3R,4S,7R)-4-Cyclohexylmethyl-3-hydroxy-2,6-dioxo-1-oxa-9-thia-5-aza-cyclotetradec-7-yl)-carbamic acid benzyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: i-Pr₂NEt / ethanol; H₂O / 12 h / Ambient temperature

2: NaHCO₃ / H₂O; dioxane / 2 h / Ambient temperature

3: TFA / 0.5 h / Ambient temperature

4: EDC, DMAP, DMAP*HCl / CH₂Cl₂; tetrahydrofuran / Heating

With dmap; 4-(dimethylamino)pyridine hydrochloride; sodium hydrogencarbonate; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; water;
DOI:10.1016/S0040-4039(00)61590-3