cis-(3S,6S)-(6-benzhydryl-tetrahydropyran-3-yl)-amine

Base Information

• Chemical Name: cis-(3S,6S)-(6-benzhydryl-tetrahydropyran-3-yl)-amine
• CAS No.: 869114-39-6
• Molecular Formula: C₁₈H₂₁NO
• Molecular Weight: 267.371
• Mol file: 869114-39-6.mol

Synonyms:cis-(3S,6S)-(6-benzhydryl-tetrahydropyran-3-yl)-amine

Chemical Property of cis-(3S,6S)-(6-benzhydryl-tetrahydropyran-3-yl)-amine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of cis-(3S,6S)-(6-benzhydryl-tetrahydropyran-3-yl)-amine

There total 4 articles about cis-(3S,6S)-(6-benzhydryl-tetrahydropyran-3-yl)-amine 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: 100.0%

cis-(3S,6S)-3-azido-6-benzhydryl-tetrahydropyran (869114-38-5) → cis-(3S,6S)-(6-benzhydryl-tetrahydropyran-3-yl)-amine (869114-39-6)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In methanol; for 2h; under 2585.81 Torr;

DOI:10.1021/jm200020a

Reference yield:

methanesulfonic acid trans-(3R,6S)-6-benzhydryl-tetrahydropyran-3-yl ester (869114-36-3) → cis-(3S,6S)-(6-benzhydryl-tetrahydropyran-3-yl)-amine (869114-39-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 86 percent / NaN₃ / dimethylformamide / 100 °C

2: 78 percent / H₂ / Pd/C / methanol / 4 h

With sodium azide; hydrogen; palladium on activated charcoal; In methanol; N,N-dimethyl-formamide;

DOI:10.1021/jm0601699

Reference yield:

(1S,4S,6R)-4-benzhydryl-3,7-dioxabicyclo[4.1.0]heptane (862647-18-5) → cis-(3S,6S)-(6-benzhydryl-tetrahydropyran-3-yl)-amine (869114-39-6)

Guidance literature:

Multi-step reaction with 3 steps

1.1: LiAlH₄ / diethyl ether; hexane / 20 h / 20 °C

1.2: 0.12 g / triethylamine / CH₂Cl₂ / 20 °C

2.1: 86 percent / NaN₃ / dimethylformamide / 100 °C

3.1: 78 percent / H₂ / Pd/C / methanol / 4 h

With lithium aluminium tetrahydride; sodium azide; hydrogen; palladium on activated charcoal; In methanol; diethyl ether; hexane; N,N-dimethyl-formamide;

DOI:10.1021/jm0601699

upstream raw materials:

cis-(3S,6S)-3-azido-6-benzhydryl-tetrahydropyran

(1S,4S,6R)-4-benzhydryl-3,7-dioxabicyclo[4.1.0]heptane

methanesulfonic acid trans-(3R,6S)-6-benzhydryl-tetrahydropyran-3-yl ester

Downstream raw materials:

(S)-2-(((3S,6S)-6-benzhydryltetrahydro-2H-pyran-3-yl)amino)-1-(3-methoxyphenyl)ethanol

(R)-2-(((3S,6S)-6-benzhydryltetrahydro-2H-pyran-3-yl)amino)-1-(3-methoxyphenyl)ethanol

(S)-2-(((3S,6S)-6-benzhydryltetrahydro-2H-pyran-3-yl)amino)-1-(4-fluorophenyl)ethanol

(R)-2-(((3S,6S)-6-benzhydryltetrahydro-2H-pyran-3-yl)amino)-1-(4-fluorophenyl)ethanol