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

Base Information

Chemical Name:4-Cyclohexene-1,2,3-triol, 6-amino-, (1R,2S,3R,6S)- (9CI)
CAS No.:228250-25-7
Molecular Formula:C6H11 N O3
Molecular Weight:145.15644
Hs Code.:
Mol file:228250-25-7.mol

Synonyms:ent-ConduramineA

Suppliers and Price of 4-Cyclohexene-1,2,3-triol, 6-amino-, (1R,2S,3R,6S)- (9CI)

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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

Chemical Property:

PSA：86.71000
LogP:-1.33350

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

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

There total 12 articles about 4-Cyclohexene-1,2,3-triol, 6-amino-, (1R,2S,3R,6S)- (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: 70.0%

: 1354520-13-0
(1R,2S,3R,4S)-4-(diallylamino)cyclohex-5-ene-1,2,3-triol

: 228250-25-7,155239-00-2,155239-06-8,157752-14-2,183182-27-6,313217-51-5
(1R,2S,3R,4S)-4-aminocyclohex-5-ene-1,2,3-triol

Guidance literature:: With tetrakis(triphenylphosphine) palladium⁽⁰⁾; 1,3-dimethylbarbituric acid; In dichloromethane; at 45 ℃; for 12h; Inert atmosphere;
DOI:10.1021/ol203162s

Reference yield:

: 1354520-05-0
(2R,3S,4R)-2-(tert-butyldimethylsilyloxy)-3,4-(isopropylidenedioxy)hex-5-yn-1-ol

: 228250-25-7,155239-00-2,155239-06-8,157752-14-2,183182-27-6,313217-51-5
(1R,2S,3R,4S)-4-aminocyclohex-5-ene-1,2,3-triol

Guidance literature:: Multi-step reaction with 8 steps

1.1: Dess-Martin periodane / dichloromethane / 2 h / 0 °C / Inert atmosphere

2.1: sulfuric acid / 1 h / 0 °C / Inert atmosphere

3.1: N-Bromosuccinimide; silver nitrate / acetone / 2 h / 20 °C / Inert atmosphere

4.1: pyridine; potassium diazodicarboxylate; acetic acid / methanol / 14 h / Inert atmosphere

5.1: bis-triphenylphosphine-palladium(II) chloride; potassium phenolate; triphenylphosphine / toluene / 50 °C / Inert atmosphere

6.1: sodium periodate; ammonium acetate / water; acetone / 96 h / 20 °C / Inert atmosphere

7.1: hydrogenchloride; water / tetrahydrofuran / 2 h / 20 °C / Inert atmosphere

7.2: 192 h / 80 °C / Inert atmosphere

8.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; 1,3-dimethylbarbituric acid / dichloromethane / 12 h / 45 °C / Inert atmosphere

With pyridine; hydrogenchloride; bis-triphenylphosphine-palladium(II) chloride; sodium periodate; N-Bromosuccinimide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; 1,3-dimethylbarbituric acid; sulfuric acid; ammonium acetate; potassium phenolate; water; potassium diazodicarboxylate; Dess-Martin periodane; silver nitrate; acetic acid; triphenylphosphine; In tetrahydrofuran; methanol; dichloromethane; water; acetone; toluene; 7.2: Petasis reaction;
DOI:10.1021/ol203162s

Reference yield:

: C₁₅H₂₆O₄Si

: 228250-25-7,155239-00-2,155239-06-8,157752-14-2,183182-27-6,313217-51-5
(1R,2S,3R,4S)-4-aminocyclohex-5-ene-1,2,3-triol

Guidance literature:: Multi-step reaction with 7 steps

1.1: sulfuric acid / 1 h / 0 °C / Inert atmosphere

2.1: N-Bromosuccinimide; silver nitrate / acetone / 2 h / 20 °C / Inert atmosphere

3.1: pyridine; potassium diazodicarboxylate; acetic acid / methanol / 14 h / Inert atmosphere

4.1: bis-triphenylphosphine-palladium(II) chloride; potassium phenolate; triphenylphosphine / toluene / 50 °C / Inert atmosphere

5.1: sodium periodate; ammonium acetate / water; acetone / 96 h / 20 °C / Inert atmosphere

6.1: hydrogenchloride; water / tetrahydrofuran / 2 h / 20 °C / Inert atmosphere

6.2: 192 h / 80 °C / Inert atmosphere

7.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; 1,3-dimethylbarbituric acid / dichloromethane / 12 h / 45 °C / Inert atmosphere

With pyridine; hydrogenchloride; bis-triphenylphosphine-palladium(II) chloride; sodium periodate; N-Bromosuccinimide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; 1,3-dimethylbarbituric acid; sulfuric acid; ammonium acetate; potassium phenolate; water; potassium diazodicarboxylate; silver nitrate; acetic acid; triphenylphosphine; In tetrahydrofuran; methanol; dichloromethane; water; acetone; toluene; 6.2: Petasis reaction;
DOI:10.1021/ol203162s