C-((2R,3R,4S,5R,6S)-4,5-Dimethoxy-3-pent-4-enyloxy-6-phenylsulfanyl-tetrahydro-pyran-2-yl)-methylamine

Base Information

Chemical Name:C-((2R,3R,4S,5R,6S)-4,5-Dimethoxy-3-pent-4-enyloxy-6-phenylsulfanyl-tetrahydro-pyran-2-yl)-methylamine
CAS No.:511274-69-4
Molecular Formula:C₁₉H₂₉NO₄S
Molecular Weight:367.51
Hs Code.:

Synonyms:C-((2R,3R,4S,5R,6S)-4,5-Dimethoxy-3-pent-4-enyloxy-6-phenylsulfanyl-tetrahydro-pyran-2-yl)-methylamine

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Chemical Property of C-((2R,3R,4S,5R,6S)-4,5-Dimethoxy-3-pent-4-enyloxy-6-phenylsulfanyl-tetrahydro-pyran-2-yl)-methylamine

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Technology Process of C-((2R,3R,4S,5R,6S)-4,5-Dimethoxy-3-pent-4-enyloxy-6-phenylsulfanyl-tetrahydro-pyran-2-yl)-methylamine

There total 6 articles about C-((2R,3R,4S,5R,6S)-4,5-Dimethoxy-3-pent-4-enyloxy-6-phenylsulfanyl-tetrahydro-pyran-2-yl)-methylamine 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: 93.0%

: 511274-68-3
(2R,3R,4S,5R,6S)-2-Azidomethyl-4,5-dimethoxy-3-pent-4-enyloxy-6-phenylsulfanyl-tetrahydro-pyran

: 511274-69-4
C-((2R,3R,4S,5R,6S)-4,5-Dimethoxy-3-pent-4-enyloxy-6-phenylsulfanyl-tetrahydro-pyran-2-yl)-methylamine

Guidance literature:: With water; triphenylphosphine; In tetrahydrofuran; at 20 ℃; for 48h;
DOI:10.1021/jo051021k

Reference yield:

: 511274-40-1
(2R,3R,4S,5R,6S)-2-Hydroxymethyl-4,5-dimethoxy-6-phenylsulfanyl-tetrahydro-pyran-3-ol

: 511274-69-4
C-((2R,3R,4S,5R,6S)-4,5-Dimethoxy-3-pent-4-enyloxy-6-phenylsulfanyl-tetrahydro-pyran-2-yl)-methylamine

Guidance literature:: Multi-step reaction with 4 steps

1: 90 percent / triethylamine / CH₂Cl₂ / 24 h / 20 °C

2: 84 percent / NaN₃; 15-crown-5 / dimethylformamide / 48 h / 60 °C

3: 52 percent / tetrabutylammonium iodide; NaH / tetrahydrofuran; various solvent(s) / 24 h / 20 °C

4: 93 percent / PPh₃; H₂O / tetrahydrofuran / 48 h / 20 °C

With sodium azide; 15-crown-5; water; tetra-(n-butyl)ammonium iodide; sodium hydride; triethylamine; triphenylphosphine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo051021k

Reference yield:

: 511274-64-9
(2R,3R,4S,5R,6S)-2-Azidomethyl-4,5-dimethoxy-6-phenylsulfanyl-tetrahydro-pyran-3-ol

: 511274-69-4
C-((2R,3R,4S,5R,6S)-4,5-Dimethoxy-3-pent-4-enyloxy-6-phenylsulfanyl-tetrahydro-pyran-2-yl)-methylamine

Guidance literature:: Multi-step reaction with 2 steps

1: 52 percent / tetrabutylammonium iodide; NaH / tetrahydrofuran; various solvent(s) / 24 h / 20 °C

2: 93 percent / PPh₃; H₂O / tetrahydrofuran / 48 h / 20 °C

With water; tetra-(n-butyl)ammonium iodide; sodium hydride; triphenylphosphine; In tetrahydrofuran;
DOI:10.1021/jo051021k