(2S,4S,5S)-5-benzyloxycarbonylamino-6-cyclohexyl-4-hydroxy-2-isopropyl hexanolide

Base Information

• Chemical Name: (2S,4S,5S)-5-benzyloxycarbonylamino-6-cyclohexyl-4-hydroxy-2-isopropyl hexanolide
• CAS No.: 114469-39-5
• Molecular Formula: C₂₃H₃₃NO₄
• Molecular Weight: 387.519

Synonyms:(2S,4S,5S)-5-benzyloxycarbonylamino-6-cyclohexyl-4-hydroxy-2-isopropyl hexanolide

Chemical Property of (2S,4S,5S)-5-benzyloxycarbonylamino-6-cyclohexyl-4-hydroxy-2-isopropyl hexanolide

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Technology Process of (2S,4S,5S)-5-benzyloxycarbonylamino-6-cyclohexyl-4-hydroxy-2-isopropyl hexanolide

There total 10 articles about (2S,4S,5S)-5-benzyloxycarbonylamino-6-cyclohexyl-4-hydroxy-2-isopropyl hexanolide 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: 57.0%

(2S,3S,5S)-2-benzyloxycarbonylamino-1-cyclohexyl-5-isopropylhexane-3,6-diol (142688-82-2) → (2S,4S,5S)-5-benzyloxycarbonylamino-6-cyclohexyl-4-hydroxy-2-isopropyl hexanolide (114469-39-5)

Guidance literature:

With jones reagent; In acetone; at 10 ℃; for 3h;

DOI:10.1016/S0040-4020(01)81896-2

Reference yield:

<3S-<3α,5β(R*)>>-5-(2-Cyclohexyl-1-azidoethyl)dihydro-3-isopropyl-2(3H)-furanone (118041-20-6) + benzyl chloroformate (501-53-1,94274-21-2) → (2S,4S,5S)-5-benzyloxycarbonylamino-6-cyclohexyl-4-hydroxy-2-isopropyl hexanolide (114469-39-5)

Guidance literature:

With hydrogenchloride; sodium hydrogencarbonate; In methanol; palladium; ethyl acetate; toluene;

Reference yield:

2-<<3-(benzyloxycarbonyl)-4-(cyclohexylmethyl)-2,2-dimethyl-(4S)-1,3-oxazolidin-5-yl>methyl>-3-methyl-(2S)-butyric acid (105852-42-4) → (2S,4S,5S)-5-benzyloxycarbonylamino-6-cyclohexyl-4-hydroxy-2-isopropyl hexanolide (114469-39-5)

Guidance literature:

With hydrogenchloride; In methanol;

DOI:10.1021/jm00117a027

upstream raw materials:

(2S,3S,5S)-2-benzyloxycarbonylamino-1-cyclohexyl-5-isopropylhexane-3,6-diol

2-<<3-(benzyloxycarbonyl)-4-(cyclohexylmethyl)-2,2-dimethyl-(4S)-1,3-oxazolidin-5-yl>methyl>-3-methyl-(2S)-butyric acid

methyl 3-methylbutanoate

3-(benzyloxycarbonyl)-4-(cyclohexylmethyl)-2,2-dimethyl-5-(iodomethyl)-(4S,5R)-1,3-oxazolidine

Downstream raw materials:

(2S,3S,5S)-2-benzyloxycarbonylamino-1-cyclohexyl-5-isopropylhexane-3,6-diol

(2R,4S,5S)-5-benzyloxycarbonylamino-6-cyclohexyl-4-hydroxy-2-isopropyl hexanolide

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