(2R,3R)-2-cyclohexylmethyl-3-hydroxyhexanoic acid 2-tetrahydropyranyloxyamide

Base Information

Chemical Name:(2R,3R)-2-cyclohexylmethyl-3-hydroxyhexanoic acid 2-tetrahydropyranyloxyamide
CAS No.:212610-25-8
Molecular Formula:C₁₈H₃₃NO₄
Molecular Weight:327.464
Hs Code.:

Synonyms:(2R,3R)-2-cyclohexylmethyl-3-hydroxyhexanoic acid 2-tetrahydropyranyloxyamide

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Chemical Property of (2R,3R)-2-cyclohexylmethyl-3-hydroxyhexanoic acid 2-tetrahydropyranyloxyamide

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Technology Process of (2R,3R)-2-cyclohexylmethyl-3-hydroxyhexanoic acid 2-tetrahydropyranyloxyamide

There total 3 articles about (2R,3R)-2-cyclohexylmethyl-3-hydroxyhexanoic acid 2-tetrahydropyranyloxyamide 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%

: 6723-30-4
O-2-tetrahydro-2H-pyranhydroxylamine

: 212610-24-7
(2R,3R)-2-cyclohexylmethyl-3-hydroxyhexanoic acid

: 212610-25-8
(2R,3R)-2-cyclohexylmethyl-3-hydroxyhexanoic acid 2-tetrahydropyranyloxyamide

Guidance literature:: With hydrogenchloride; 1,2-dichloro-ethane; In dichloromethane;

Reference yield:

: 109053-86-3
methyl (3R)-3-hydroxyhexanoate

: 212610-25-8
(2R,3R)-2-cyclohexylmethyl-3-hydroxyhexanoic acid 2-tetrahydropyranyloxyamide

Guidance literature:: Multi-step reaction with 3 steps

1: 45 percent / LDA; DMPU / tetrahydrofuran / -78 - 0 °C

2: aq. LiOH / tetrahydrofuran; methanol / 24 h

3: DCC / ethyl acetate / 0 - 20 °C

With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; lithium hydroxide; dicyclohexyl-carbodiimide; lithium diisopropyl amide; In tetrahydrofuran; methanol; ethyl acetate; 1: Frater-Seebach alkylation;
DOI:10.1021/jm0102654

Reference yield:

: 212610-23-6
methyl (2S,3R)-2-(cyclohexylmethyl)-3-hydroxyhexanoate

: 212610-25-8
(2R,3R)-2-cyclohexylmethyl-3-hydroxyhexanoic acid 2-tetrahydropyranyloxyamide

Guidance literature:: Multi-step reaction with 2 steps

1: aq. LiOH / tetrahydrofuran; methanol / 24 h

2: DCC / ethyl acetate / 0 - 20 °C

With lithium hydroxide; dicyclohexyl-carbodiimide; In tetrahydrofuran; methanol; ethyl acetate;
DOI:10.1021/jm0102654