4-Cyclohexene-1,2,3-triol,6-amino-,(1R,2S,3R,6S)-rel-(9CI)

Base Information

• Chemical Name: 4-Cyclohexene-1,2,3-triol,6-amino-,(1R,2S,3R,6S)-rel-(9CI)
• CAS No.: 155239-00-2
• Molecular Formula: C₆H₁₁NO₃
• Molecular Weight: 145.158
• Mol file: 155239-00-2.mol

Synonyms:4-Cyclohexene-1,2,3-triol,6-amino-, (1a,2a,3b,6b)-(?à)-; 4-Cyclohexene-1,2,3-triol,6-amino-, (1a,2a,3b,6b)-

Chemical Property of 4-Cyclohexene-1,2,3-triol,6-amino-,(1R,2S,3R,6S)-rel-(9CI)

Chemical Property:

• PSA: 86.71000
• LogP: -1.33350

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

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Technology Process of 4-Cyclohexene-1,2,3-triol,6-amino-,(1R,2S,3R,6S)-rel-(9CI)

There total 173 articles about 4-Cyclohexene-1,2,3-triol,6-amino-,(1R,2S,3R,6S)-rel-(9CI) 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: 98.0%

(1S,2R,3R,6R)-6-amino-cyclohex-4-ene-2,3-isopropylidendioxy-1-ol (959419-40-0) → (1S,2R,3R,6R)-6-amino-cyclohex-4-ene-1,2,3-triol (155239-00-2,155239-06-8,157752-14-2,183182-27-6,313217-51-5)

Guidance literature:

With ammonium hydroxide; Dowex-50 (H⁺ form); In methanol; at 50 ℃; under 20 Torr;

DOI:10.1080/00397910701555725

Reference yield: 95.0%

(-)-2-((1R,4S,5R,6R)-4,5,6-trihydroxycyclohex-2-en-1-yl)-1H-isoindole-1,3(2H)-dione (913071-23-5) → (-)-(1R,2R,3S,6R)-6-aminocyclohex-4-ene-1,2,3-triol (79435-30-6,155239-00-2,155239-06-8,157752-14-2,183182-27-6,313217-51-5)

Guidance literature:

With methylamine; In water; at 20 ℃; for 0.75h;

DOI:10.1016/j.bmc.2006.05.080

Reference yield: 95.0%

(-)-(1R,2S,3S,4R)-4-phthalimidocyclohex-5-ene-1,2,3-triol (872976-90-4) → (-)-(1R,2S,3S,4R)-4-aminocyclohex-5-ene-1,2,3-triol (765884-92-2,155239-00-2,155239-06-8,157752-14-2,183182-27-6,313217-51-5)

Guidance literature:

With methylamine; at 20 ℃; for 0.75h;

DOI:10.1016/j.bmcl.2005.04.023

upstream raw materials:

1D-(1,2,4/3)-4-(t-butoxycarbonyl)amino-1,2-O-isopropylidene-5-cyclohexene-1,2,3-triol

(1S,4R,7S,8S)-(+)-7,8-diacetoxy-2-oxa-3-azabicyclo<2.2.2>oct-5-ene hydrochloride

(1S,4R,5S,6R)-(-)-4-Amino-5,6-O-isopropylidenedioxycyclohex-2-en-1-ol

cis-2,2-dimethyl-3a,7a-dihydrobenzo[1,3]dioxole

Downstream raw materials:

(1S,2S,3R,6S)-6-acetamidocyclohex-4-ene-1,2,3-triyl triacetate

(+/-)-N-Acetylconduramine B

(1R,2S,3S,6R)-6-acetamidocyclohex-4-ene-1,2,3-triyl triacetate

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