[(S)-2-Cyclohexyl-1-((2R,4R)-4-hydroxy-5-oxo-tetrahydro-furan-2-yl)-ethyl]-carbamic acid tert-butyl ester

Base Information

• Chemical Name: [(S)-2-Cyclohexyl-1-((2R,4R)-4-hydroxy-5-oxo-tetrahydro-furan-2-yl)-ethyl]-carbamic acid tert-butyl ester
• CAS No.: 119990-65-7
• Molecular Formula: C₁₇H₂₉NO₅
• Molecular Weight: 327.421

Synonyms:[(S)-2-Cyclohexyl-1-((2R,4R)-4-hydroxy-5-oxo-tetrahydro-furan-2-yl)-ethyl]-carbamic acid tert-butyl ester

Chemical Property of [(S)-2-Cyclohexyl-1-((2R,4R)-4-hydroxy-5-oxo-tetrahydro-furan-2-yl)-ethyl]-carbamic acid tert-butyl ester

Chemical Property:

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Technology Process of [(S)-2-Cyclohexyl-1-((2R,4R)-4-hydroxy-5-oxo-tetrahydro-furan-2-yl)-ethyl]-carbamic acid tert-butyl ester

There total 1 articles about [(S)-2-Cyclohexyl-1-((2R,4R)-4-hydroxy-5-oxo-tetrahydro-furan-2-yl)-ethyl]-carbamic acid tert-butyl 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:

[(S)-2-Cyclohexyl-1-((R)-4-hydroxy-5-oxo-2,5-dihydro-furan-2-yl)-ethyl]-carbamic acid tert-butyl ester (119990-70-4) → [(S)-2-Cyclohexyl-1-((2R,4R)-4-hydroxy-5-oxo-tetrahydro-furan-2-yl)-ethyl]-carbamic acid tert-butyl ester (119990-65-7)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethyl acetate; under 760 Torr; Yield given;

DOI:10.1016/S0040-4039(00)80382-2

Reference yield:

trans-2-propenyl bromide (590-15-8) + [(S)-2-Cyclohexyl-1-((2R,4R)-4-hydroxy-5-oxo-tetrahydro-furan-2-yl)-ethyl]-carbamic acid tert-butyl ester (119990-65-7) + N-butylamine (109-73-9,85404-21-3) → ((1S,2R,4R)-4-Allyloxy-4-butylcarbamoyl-1-cyclohexylmethyl-2-hydroxy-butyl)-carbamic acid tert-butyl ester (119990-67-9,120031-80-3)

Guidance literature:

With silver(l) oxide; Yield given. Multistep reaction; 1.) Et₂O; 2.) room temperature;

DOI:10.1016/S0040-4039(00)80382-2

Reference yield:

trans-2-propenyl bromide (590-15-8) + [(S)-2-Cyclohexyl-1-((2R,4R)-4-hydroxy-5-oxo-tetrahydro-furan-2-yl)-ethyl]-carbamic acid tert-butyl ester (119990-65-7) + N-butylamine (109-73-9,85404-21-3) → ((1S,2R,4S)-4-Allyloxy-4-butylcarbamoyl-1-cyclohexylmethyl-2-hydroxy-butyl)-carbamic acid tert-butyl ester (119990-67-9,120031-80-3)

Guidance literature:

Yield given. Multistep reaction;

DOI:10.1016/S0040-4039(00)80382-2

upstream raw materials:

[(S)-2-Cyclohexyl-1-((R)-4-hydroxy-5-oxo-2,5-dihydro-furan-2-yl)-ethyl]-carbamic acid tert-butyl ester

Downstream raw materials:

((1S,2R,4S)-4-Allyloxy-4-butylcarbamoyl-1-cyclohexylmethyl-2-hydroxy-butyl)-carbamic acid tert-butyl ester

((1S,2R,4R)-4-Allyloxy-4-butylcarbamoyl-1-cyclohexylmethyl-2-hydroxy-butyl)-carbamic acid tert-butyl ester

(S)-N-Butyl-3-((4S,5S)-4-cyclohexylmethyl-2-oxo-oxazolidin-5-yl)-2-hydroxy-propionamide

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