(S)-1-((4S,5R)-2, 2-dimethyl-5-tetradecyl-1,3-dioxolan-4-yl)-N₂-((1S,2S,3R,4R,5S)-2,3,4,5-tetrakis(benzyloxy)cyclohexyl)ethane-1,2-diamine

Base Information

• Chemical Name: (S)-1-((4S,5R)-2, 2-dimethyl-5-tetradecyl-1,3-dioxolan-4-yl)-N₂-((1S,2S,3R,4R,5S)-2,3,4,5-tetrakis(benzyloxy)cyclohexyl)ethane-1,2-diamine
• CAS No.: 1198207-11-2
• Molecular Formula: C₅₅H₇₈N₂O₆
• Molecular Weight: 863.234

Synonyms:(S)-1-((4S,5R)-2, 2-dimethyl-5-tetradecyl-1,3-dioxolan-4-yl)-N₂-((1S,2S,3R,4R,5S)-2,3,4,5-tetrakis(benzyloxy)cyclohexyl)ethane-1,2-diamine

Chemical Property of (S)-1-((4S,5R)-2, 2-dimethyl-5-tetradecyl-1,3-dioxolan-4-yl)-N₂-((1S,2S,3R,4R,5S)-2,3,4,5-tetrakis(benzyloxy)cyclohexyl)ethane-1,2-diamine

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Technology Process of (S)-1-((4S,5R)-2, 2-dimethyl-5-tetradecyl-1,3-dioxolan-4-yl)-N₂-((1S,2S,3R,4R,5S)-2,3,4,5-tetrakis(benzyloxy)cyclohexyl)ethane-1,2-diamine

There total 8 articles about (S)-1-((4S,5R)-2, 2-dimethyl-5-tetradecyl-1,3-dioxolan-4-yl)-N₂-((1S,2S,3R,4R,5S)-2,3,4,5-tetrakis(benzyloxy)cyclohexyl)ethane-1,2-diamine 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: 85.0%

N-((1S)-1-((4S,5R)-2,2-dimethyl-5-tetradecyl-1,3-dioxolan-4-yl)-2-((1S,2S,3R,4R,5S)-2,3,4,5-tetrakis(benzyloxy)cyclohexylamino)ethyl)-2-nitrobenzenesulfonamide (1198207-09-8) → (S)-1-((4S,5R)-2, 2-dimethyl-5-tetradecyl-1,3-dioxolan-4-yl)-N2-((1S,2S,3R,4R,5S)-2,3,4,5-tetrakis(benzyloxy)cyclohexyl)ethane-1,2-diamine (1198207-11-2)

Guidance literature:

With caesium carbonate; thiophenol; In acetonitrile; at 20 ℃; for 24h;

Reference yield:

(1R,2S,3R,4R,5S)-2,3,4,5-tetrakis(benzyloxy)cyclohexanol (143396-09-2) → (S)-1-((4S,5R)-2, 2-dimethyl-5-tetradecyl-1,3-dioxolan-4-yl)-N2-((1S,2S,3R,4R,5S)-2,3,4,5-tetrakis(benzyloxy)cyclohexyl)ethane-1,2-diamine (1198207-11-2)

Guidance literature:

Multi-step reaction with 5 steps

1: triethylamine / tetrahydrofuran / 3 h / 20 °C

2: sodium azide / N,N-dimethyl-formamide / 12 h / 90 °C

3: lithium aluminium tetrahydride / tetrahydrofuran / 2 h / 0 - 20 °C

4: acetonitrile / 3 h / Reflux

5: thiophenol; caesium carbonate / acetonitrile / 24 h / 20 °C

With lithium aluminium tetrahydride; sodium azide; caesium carbonate; thiophenol; triethylamine; In tetrahydrofuran; N,N-dimethyl-formamide; acetonitrile;

Reference yield:

(1S,2S,3R,4R,5S)-2,3,4,5-tetrakis(benzyloxy)cyclohexanamine (1198207-07-6) → (S)-1-((4S,5R)-2, 2-dimethyl-5-tetradecyl-1,3-dioxolan-4-yl)-N2-((1S,2S,3R,4R,5S)-2,3,4,5-tetrakis(benzyloxy)cyclohexyl)ethane-1,2-diamine (1198207-11-2)

Guidance literature:

Multi-step reaction with 2 steps

1: acetonitrile / 3 h / Reflux

2: thiophenol; caesium carbonate / acetonitrile / 24 h / 20 °C

With caesium carbonate; thiophenol; In acetonitrile;

upstream raw materials:

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

(1S,2S,3R,4R,5S)-2,3,4,5-tetrakis(benzyloxy)cyclohexanamine

N-((1S)-1-((4S,5R)-2,2-dimethyl-5-tetradecyl-1,3-dioxolan-4-yl)-2-((1S,2S,3R,4R,5S)-2,3,4,5-tetrakis(benzyloxy)cyclohexylamino)ethyl)-2-nitrobenzenesulfonamide

1L-(1,3/2,4)-1,2,3,4-Tetrakis(benzyloxy)-5-cyclohexen

Downstream raw materials:

(2S,3S,4R)-(3,4-isopropylidenedioxy-1-(1'S,2'S,3'R,4'R,5'S)-2',3',4',5'-tetrabenzyloxycyclohexylaminooctadecan-2-yl)hexacosanamide

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