[4-(3-hydroxy-propyl)-cyclohexyl]-methyl-carbamic acid tert-butyl ester

Base Information

• Chemical Name: [4-(3-hydroxy-propyl)-cyclohexyl]-methyl-carbamic acid tert-butyl ester
• CAS No.: 400899-11-8
• Molecular Formula: C₁₅H₂₉NO₃
• Molecular Weight: 271.4
• Mol file: 400899-11-8.mol

Synonyms:[4-(3-hydroxy-propyl)-cyclohexyl]-methyl-carbamic acid tert-butyl ester

Chemical Property of [4-(3-hydroxy-propyl)-cyclohexyl]-methyl-carbamic acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [4-(3-hydroxy-propyl)-cyclohexyl]-methyl-carbamic acid tert-butyl ester

There total 7 articles about [4-(3-hydroxy-propyl)-cyclohexyl]-methyl-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:

trans-(4-formylcyclohexyl)methylcarbamic acid tert-butyl ester (400898-94-4) → [4-(3-hydroxy-propyl)-cyclohexyl]-methyl-carbamic acid tert-butyl ester (400899-11-8)

Guidance literature:

Multi-step reaction with 3 steps

1: NaOMe / ethanol / 20 °C

2: H₂ / Pd/C / methanol / 20 °C

3: LiBH₄ / tetrahydrofuran / Heating

With lithium borohydride; hydrogen; sodium methylate; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; 1: Horner-Wadsworth-Emmons reaction;

DOI:10.2533/000942905777676858

Reference yield:

tert-butyl ((1r,4r)-4-(hydroxymethyl)cyclohexyl)(methyl)carbamate (400899-08-3) → [4-(3-hydroxy-propyl)-cyclohexyl]-methyl-carbamic acid tert-butyl ester (400899-11-8)

Guidance literature:

Multi-step reaction with 4 steps

1: DMSO; oxalyl chloride; NEt₃ / CH₂Cl₂ / -78 - 20 °C

2: NaOMe / ethanol / 20 °C

3: H₂ / Pd/C / methanol / 20 °C

4: LiBH₄ / tetrahydrofuran / Heating

With lithium borohydride; oxalyl dichloride; hydrogen; sodium methylate; dimethyl sulfoxide; triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; 1: Swern oxidation / 2: Horner-Wadsworth-Emmons reaction;

DOI:10.2533/000942905777676858

Reference yield:

methyl (1R,4R)-4-((tert-butoxycarbonyl)amino)cyclohexane-1-carboxylate (146307-51-9) → [4-(3-hydroxy-propyl)-cyclohexyl]-methyl-carbamic acid tert-butyl ester (400899-11-8)

Guidance literature:

Multi-step reaction with 6 steps

1: NaH / dimethylformamide / 0 - 20 °C

2: LiBH₄ / tetrahydrofuran / Heating

3: DMSO; oxalyl chloride; NEt₃ / CH₂Cl₂ / -78 - 20 °C

4: NaOMe / ethanol / 20 °C

5: H₂ / Pd/C / methanol / 20 °C

6: LiBH₄ / tetrahydrofuran / Heating

With lithium borohydride; oxalyl dichloride; hydrogen; sodium methylate; sodium hydride; dimethyl sulfoxide; triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; 3: Swern oxidation / 4: Horner-Wadsworth-Emmons reaction;

DOI:10.2533/000942905777676858

upstream raw materials:

3-[4-(tert-butoxycarbonyl-methyl-amino)-cyclohexyl]-propionic acid ethyl ester

trans-(4-formylcyclohexyl)methylcarbamic acid tert-butyl ester

tert-butyl ((1r,4r)-4-(hydroxymethyl)cyclohexyl)(methyl)carbamate

methyl (1R,4R)-4-((tert-butoxycarbonyl)amino)cyclohexane-1-carboxylate

Downstream raw materials:

methanesulfonic acid 5-[4-(tert-butoxycarbonyl-methyl-amino)-cyclohexyl]-pentyl ester

[4-(5-hydroxy-pentyl)-cyclohexyl]-methyl-carbamic acid tert-butyl ester

methyl-[4-(3-oxo-propyl)-cyclohexyl]-carbamic acid tert-butyl ester