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

Base Information

Chemical Name:(3S,5S)-5-[(1S)-1-(N-t-butoxycarbonylamino)-2-cyclohexylethyl]-3-(1-hydroxy-1-methylethyl)dihydrofuran-2(3H)-one
CAS No.:125015-95-4
Molecular Formula:C₂₀H₃₅NO₅
Molecular Weight:369.502
Hs Code.:

Synonyms:(3S,5S)-5-[(1S)-1-(N-t-butoxycarbonylamino)-2-cyclohexylethyl]-3-(1-hydroxy-1-methylethyl)dihydrofuran-2(3H)-one

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Chemical Property of (3S,5S)-5-[(1S)-1-(N-t-butoxycarbonylamino)-2-cyclohexylethyl]-3-(1-hydroxy-1-methylethyl)dihydrofuran-2(3H)-one

Chemical Property:

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Technology Process of (3S,5S)-5-[(1S)-1-(N-t-butoxycarbonylamino)-2-cyclohexylethyl]-3-(1-hydroxy-1-methylethyl)dihydrofuran-2(3H)-one

There total 6 articles about (3S,5S)-5-[(1S)-1-(N-t-butoxycarbonylamino)-2-cyclohexylethyl]-3-(1-hydroxy-1-methylethyl)dihydrofuran-2(3H)-one 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: 7.0%

: 125015-95-4
(3S,5S)-5-[(1S)-1-(N-t-butoxycarbonylamino)-2-cyclohexylethyl]-3-(1-hydroxy-1-methylethyl)dihydrofuran-2(3H)-one

Guidance literature:

Reference yield:

: 98105-42-1
(S)-2-(t-butoxycarbonylamino)-3-cyclohexyl-1-propanal

: 125015-95-4
(3S,5S)-5-[(1S)-1-(N-t-butoxycarbonylamino)-2-cyclohexylethyl]-3-(1-hydroxy-1-methylethyl)dihydrofuran-2(3H)-one

Guidance literature:: Multi-step reaction with 5 steps

1: tetrahydrofuran / -78 °C

2: H₂ / Pd/BaSO₄ / ethyl acetate / 3040 Torr

3: PCC, molecular sieves (3 Angstroem) / CH₂Cl₂

4: 1.) KBH₄, 2.) HOAc / 1.) ethanol, 0 deg C, 6 h, 2.) toluene, reflux

5: 1) LDA / 2) THF, -78 deg C

With potassium borohydride; 3 A molecular sieve; hydrogen; acetic acid; pyridinium chlorochromate; lithium diisopropyl amide; Pd-BaSO₄; In tetrahydrofuran; dichloromethane; ethyl acetate;

Reference yield:

: (S)-5-tert-Butoxycarbonylamino-6-cyclohexyl-4-hydroxy-hex-2-ynoic acid ethyl ester

: 125015-95-4
(3S,5S)-5-[(1S)-1-(N-t-butoxycarbonylamino)-2-cyclohexylethyl]-3-(1-hydroxy-1-methylethyl)dihydrofuran-2(3H)-one

Guidance literature:: Multi-step reaction with 4 steps

1: H₂ / Pd/BaSO₄ / ethyl acetate / 3040 Torr

2: PCC, molecular sieves (3 Angstroem) / CH₂Cl₂

3: 1.) KBH₄, 2.) HOAc / 1.) ethanol, 0 deg C, 6 h, 2.) toluene, reflux

4: 1) LDA / 2) THF, -78 deg C

With potassium borohydride; 3 A molecular sieve; hydrogen; acetic acid; pyridinium chlorochromate; lithium diisopropyl amide; Pd-BaSO₄; In dichloromethane; ethyl acetate;