(1S,2S,3R,4R,5S,6R)-2,3,4,5-tetrakis(benzyloxy)-6-(n-nonylamino)cyclohexanol

Base Information

• Chemical Name: (1S,2S,3R,4R,5S,6R)-2,3,4,5-tetrakis(benzyloxy)-6-(n-nonylamino)cyclohexanol
• CAS No.: 1287225-55-1
• Molecular Formula: C₄₃H₅₅NO₅
• Molecular Weight: 665.913

Synonyms:(1S,2S,3R,4R,5S,6R)-2,3,4,5-tetrakis(benzyloxy)-6-(n-nonylamino)cyclohexanol

Chemical Property of (1S,2S,3R,4R,5S,6R)-2,3,4,5-tetrakis(benzyloxy)-6-(n-nonylamino)cyclohexanol

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Technology Process of (1S,2S,3R,4R,5S,6R)-2,3,4,5-tetrakis(benzyloxy)-6-(n-nonylamino)cyclohexanol

There total 1 articles about (1S,2S,3R,4R,5S,6R)-2,3,4,5-tetrakis(benzyloxy)-6-(n-nonylamino)cyclohexanol 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: 90.0%

(-)-(1S,2R,3S,4R,5R,6S)-2-amino-3,4,5,6-tetrakisbenzyloxycyclohexanol (949887-66-5) + nonan-1-al (124-19-6) → (1S,2S,3R,4R,5S,6R)-2,3,4,5-tetrakis(benzyloxy)-6-(n-nonylamino)cyclohexanol (1287225-55-1)

Guidance literature:

With sodium cyanoborohydride; acetic acid; In methanol; at 20 ℃; for 4h; Inert atmosphere;

DOI:10.1021/ja111480z

Reference yield: 92.0%

(1S,2S,3R,4R,5S,6R)-2,3,4,5-tetrakis(benzyloxy)-6-(n-nonylamino)cyclohexanol (1287225-55-1) → (1S,2S,3S,4R,5S,6S)-6-(n-nonylamino)cyclohexane-1,2,3,4,5-pentaol hydrochloride

Guidance literature:

With hydrogenchloride; palladium on activated charcoal; hydrogen; In tetrahydrofuran; at 20 ℃; for 24h; under 1520.1 Torr;

DOI:10.1021/jm300342q

Reference yield: 71.0%

n-nonyl isothiocyanate (4430-43-7) + (1S,2S,3R,4R,5S,6R)-2,3,4,5-tetrakis(benzyloxy)-6-(n-nonylamino)cyclohexanol (1287225-55-1) → 1,3-dinonyl-1-((1R,2S,3R,4R,5S,6S)-2,3,4,5-tetrakis(benzyloxy)-6-hydroxycyclohexyl)thiourea (1287225-94-8)

Guidance literature:

In tetrahydrofuran; at 45 ℃; for 18h; chemoselective reaction;

DOI:10.1021/ja111480z

upstream raw materials:

(-)-(1S,2R,3S,4R,5R,6S)-2-amino-3,4,5,6-tetrakisbenzyloxycyclohexanol

nonan-1-al

Downstream raw materials:

N-((3aS,4S,5R,6S,7S,7aS)-4,5,6,7-tetrakis(benzyloxy)-3-nonyl-hexahydrobenzo[d]oxazol-2(3H)-ylidene)nonan-1-amine

1,3-dinonyl-1-((1R,2S,3R,4R,5S,6S)-2,3,4,5-tetrakis(benzyloxy)-6-hydroxycyclohexyl)thiourea

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