2R,4S,5S-6-cyclohexyl-5-(t-butoxycarbonylamino)-2-(2'-methyl-2'-propenyl)-gamma-hexanolactone

Base Information

• Chemical Name: 2R,4S,5S-6-cyclohexyl-5-(t-butoxycarbonylamino)-2-(2'-methyl-2'-propenyl)-gamma-hexanolactone
• CAS No.: 112228-21-4
• Molecular Formula: C₂₁H₃₅NO₄
• Molecular Weight: 365.513

Synonyms:2R,4S,5S-6-cyclohexyl-5-(t-butoxycarbonylamino)-2-(2'-methyl-2'-propenyl)-gamma-hexanolactone

Chemical Property of 2R,4S,5S-6-cyclohexyl-5-(t-butoxycarbonylamino)-2-(2'-methyl-2'-propenyl)-gamma-hexanolactone

Chemical Property:

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Technology Process of 2R,4S,5S-6-cyclohexyl-5-(t-butoxycarbonylamino)-2-(2'-methyl-2'-propenyl)-gamma-hexanolactone

There total 1 articles about 2R,4S,5S-6-cyclohexyl-5-(t-butoxycarbonylamino)-2-(2'-methyl-2'-propenyl)-gamma-hexanolactone 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: 10.0%

2-methyl-3-bromo-1-propene (1458-98-6) + (5S)-5-[(1S)-1-(N-t-butoxycarbonylamino)-2-cyclohexylethyl]dihydrofuran-2(3H)-one (112227-09-5) → 2S,4S,5S-6-Cyclohexyl-5-(t-butoxycarbonylamino)-2-(2-methyl-2-propenyl)-gamma-hexanolactone (112227-10-8) + 2R,4S,5S-6-cyclohexyl-5-(t-butoxycarbonylamino)-2-(2'-methyl-2'-propenyl)-gamma-hexanolactone (112228-21-4)

Guidance literature:

With lithium hexamethyldisilazane; at -45 ℃; for 3h;

DOI:10.1016/j.bmcl.2004.02.020

Reference yield:

2R,4S,5S-6-cyclohexyl-5-(t-butoxycarbonylamino)-2-(2'-methyl-2'-propenyl)-gamma-hexanolactone (112228-21-4) → 2R,4S,5S-6-Cyclohexyl-5-(t-butoxycarbonylamino)-2-(2-methylpropyl)-gamma-hexanolactone (112228-22-5)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; at 20 ℃;

DOI:10.1016/j.bmcl.2004.02.020

Reference yield:

diborane (18099-45-1) + tetrabutylammonium borohydride + 2R,4S,5S-6-cyclohexyl-5-(t-butoxycarbonylamino)-2-(2'-methyl-2'-propenyl)-gamma-hexanolactone (112228-21-4) → 2R,4S,5S-6-Cyclohexyl-5-(t-butoxycarbonylamino)-2-(2'-hydroxypropyl)-gamma-hexanolactone

Guidance literature:

In dichloromethane;

upstream raw materials:

2-methyl-3-bromo-1-propene

(5S)-5-[(1S)-1-(N-t-butoxycarbonylamino)-2-cyclohexylethyl]dihydrofuran-2(3H)-one

Downstream raw materials:

2R,4S,5S-6-Cyclohexyl-5-(t-butoxycarbonylamino)-2-(2-methylpropyl)-gamma-hexanolactone

(3R,5S)-5-((S)-1-Amino-2-cyclohexyl-ethyl)-3-isobutyl-dihydro-furan-2-one

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