benzyl 2-(boc-amino)-5-<(1-carbobenzoxymethyl)cyclohexyl>pentanoate

Base Information

Chemical Name:benzyl 2-(boc-amino)-5-<(1-carbobenzoxymethyl)cyclohexyl>pentanoate
CAS No.:113009-24-8
Molecular Formula:C₃₂H₄₃NO₆
Molecular Weight:537.697
Hs Code.:

Synonyms:benzyl 2-(boc-amino)-5-<(1-carbobenzoxymethyl)cyclohexyl>pentanoate

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Chemical Property of benzyl 2-(boc-amino)-5-<(1-carbobenzoxymethyl)cyclohexyl>pentanoate

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Technology Process of benzyl 2-(boc-amino)-5-<(1-carbobenzoxymethyl)cyclohexyl>pentanoate

There total 10 articles about benzyl 2-(boc-amino)-5-<(1-carbobenzoxymethyl)cyclohexyl>pentanoate 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: 63.0%

: 113009-23-7
2-Boc-amino-5-[(1-carboxymethyl)cyclohexyl]pentanoic acid

: 100-51-6,185532-71-2
benzyl alcohol

: 113009-24-8
benzyl 2-(boc-amino)-5-<(1-carbobenzoxymethyl)cyclohexyl>pentanoate

Guidance literature:: With dmap; dicyclohexyl-carbodiimide; In dichloromethane; for 72h; Ambient temperature;
DOI:10.1021/jo00242a035

Reference yield:

: 4630-82-4
methyl cyclohexylcarboxylate

: 113009-24-8
benzyl 2-(boc-amino)-5-<(1-carbobenzoxymethyl)cyclohexyl>pentanoate

Guidance literature:: Multi-step reaction with 9 steps

1: 1.) LDA / 1.) hexane, THF, -78 deg C, 30 min, 2.) hexane, THF, -78 deg C to room temp.

2: LiAlH₄ / tetrahydrofuran / 3 h / Heating

3: pyridine / 4 h / 0 °C

4: dimethylsulfoxide / 18 h / 150 °C

5: 1.) O₃, 2.) Me₂S / 1.) MeOH, -78 deg C, 2.) MeOH, from -78 deg C to 25 deg C, 18 h

6: ethanol; H₂O / 18 h / Heating

7: barium hydroxide octahydrate / H₂O / 96 h / 170 °C

8: 98 percent / 1 N NaOH / 2-methyl-propan-2-ol / 48 h / Ambient temperature

9: 63 percent / 4-(dimethylamino)pyridine, 1,3-dicyclohexylcarbodiimide / CH₂Cl₂ / 72 h / Ambient temperature

With pyridine; dmap; sodium hydroxide; lithium aluminium tetrahydride; barium hydroxide octahydrate; dimethylsulfide; ozone; dicyclohexyl-carbodiimide; lithium diisopropyl amide; In tetrahydrofuran; ethanol; dichloromethane; water; dimethyl sulfoxide; tert-butyl alcohol;
DOI:10.1021/jo00242a035

Reference yield:

: 113009-20-4
1-(pent-4-en-1-yl)cyclohexylmethanol

: 113009-24-8
benzyl 2-(boc-amino)-5-<(1-carbobenzoxymethyl)cyclohexyl>pentanoate

Guidance literature:: Multi-step reaction with 7 steps

1: pyridine / 4 h / 0 °C

2: dimethylsulfoxide / 18 h / 150 °C

3: 1.) O₃, 2.) Me₂S / 1.) MeOH, -78 deg C, 2.) MeOH, from -78 deg C to 25 deg C, 18 h

4: ethanol; H₂O / 18 h / Heating

5: barium hydroxide octahydrate / H₂O / 96 h / 170 °C

6: 98 percent / 1 N NaOH / 2-methyl-propan-2-ol / 48 h / Ambient temperature

7: 63 percent / 4-(dimethylamino)pyridine, 1,3-dicyclohexylcarbodiimide / CH₂Cl₂ / 72 h / Ambient temperature

With pyridine; dmap; sodium hydroxide; barium hydroxide octahydrate; dimethylsulfide; ozone; dicyclohexyl-carbodiimide; In ethanol; dichloromethane; water; dimethyl sulfoxide; tert-butyl alcohol;
DOI:10.1021/jo00242a035