N-((S)-1-{(2S,5S)-5-[(E)-1-Hydroxy-2-(toluene-4-sulfonyl)-7-((4S,5R)-2,2,5-trimethyl-[1,3]dioxan-4-yl)-hept-4-enyl]-tetrahydro-furan-2-yl}-ethyl)-4-methyl-benzenesulfonamide

Base Information

Chemical Name:N-((S)-1-{(2S,5S)-5-[(E)-1-Hydroxy-2-(toluene-4-sulfonyl)-7-((4S,5R)-2,2,5-trimethyl-[1,3]dioxan-4-yl)-hept-4-enyl]-tetrahydro-furan-2-yl}-ethyl)-4-methyl-benzenesulfonamide
CAS No.:186642-23-9
Molecular Formula:C₃₄H₄₉NO₈S₂
Molecular Weight:663.897
Hs Code.:

N-((S)-1-{(2S,5S)-5-[(E)-1-Hydroxy-2-(toluene-4-sulfonyl)-7-((4S,5R)-2,2,5-trimethyl-[1,3]dioxan-4-yl)-hept-4-enyl]-tetrahydro-furan-2-yl}-ethyl)-4-methyl-benzenesulfonamide

Synonyms:N-((S)-1-{(2S,5S)-5-[(E)-1-Hydroxy-2-(toluene-4-sulfonyl)-7-((4S,5R)-2,2,5-trimethyl-[1,3]dioxan-4-yl)-hept-4-enyl]-tetrahydro-furan-2-yl}-ethyl)-4-methyl-benzenesulfonamide

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Chemical Property of N-((S)-1-{(2S,5S)-5-[(E)-1-Hydroxy-2-(toluene-4-sulfonyl)-7-((4S,5R)-2,2,5-trimethyl-[1,3]dioxan-4-yl)-hept-4-enyl]-tetrahydro-furan-2-yl}-ethyl)-4-methyl-benzenesulfonamide

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Technology Process of N-((S)-1-{(2S,5S)-5-[(E)-1-Hydroxy-2-(toluene-4-sulfonyl)-7-((4S,5R)-2,2,5-trimethyl-[1,3]dioxan-4-yl)-hept-4-enyl]-tetrahydro-furan-2-yl}-ethyl)-4-methyl-benzenesulfonamide

There total 17 articles about N-((S)-1-{(2S,5S)-5-[(E)-1-Hydroxy-2-(toluene-4-sulfonyl)-7-((4S,5R)-2,2,5-trimethyl-[1,3]dioxan-4-yl)-hept-4-enyl]-tetrahydro-furan-2-yl}-ethyl)-4-methyl-benzenesulfonamide 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: 78.0%

: 186040-00-6
(2S,5S,1'S)-5-[1'-(N-tosylamino)ethyl]tetrahydrofuran-2-carbaldehyde

: 186040-05-1
(4S,5R)-2,2,5-Trimethyl-4-[(E)-6-(toluene-4-sulfonyl)-hex-3-enyl]-[1,3]dioxane

: 186642-23-9
N-((S)-1-{(2S,5S)-5-[(E)-1-Hydroxy-2-(toluene-4-sulfonyl)-7-((4S,5R)-2,2,5-trimethyl-[1,3]dioxan-4-yl)-hept-4-enyl]-tetrahydro-furan-2-yl}-ethyl)-4-methyl-benzenesulfonamide

Guidance literature:: With n-butyllithium; In tetrahydrofuran; 1.) -50 deg C, 1 h, 2.) -78 to -30 deg C, 4 h;

Reference yield:

: 4816-81-3,21957-58-4,85471-45-0
p-tosyl-L-alanine

: 186642-23-9
N-((S)-1-{(2S,5S)-5-[(E)-1-Hydroxy-2-(toluene-4-sulfonyl)-7-((4S,5R)-2,2,5-trimethyl-[1,3]dioxan-4-yl)-hept-4-enyl]-tetrahydro-furan-2-yl}-ethyl)-4-methyl-benzenesulfonamide

Guidance literature:: Multi-step reaction with 6 steps

1: 50 percent / n-BuLi / 1.) Et₂O, -78 to -50 deg C, 1 h, 2.) 0 deg C, 15 h

2: 80 percent / L-Selectride / tetrahydrofuran / 1 h / -95 °C

3: mCPBA / CH₂Cl₂ / 6 h / Ambient temperature

4: p-TsOH / CH₂Cl₂ / 2 h / Ambient temperature

5: 85 percent / DMSO, (COCl)2, Et₃N / CH₂Cl₂

6: 78 percent / n-BuLi / tetrahydrofuran / 1.) -50 deg C, 1 h, 2.) -78 to -30 deg C, 4 h

With n-butyllithium; oxalyl dichloride; L-Selectride; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane;

Reference yield:

: 94233-74-6
(2R,3S)-1-(benzyloxy)-2-methylhex-5-en-3-ol

: 186642-23-9
N-((S)-1-{(2S,5S)-5-[(E)-1-Hydroxy-2-(toluene-4-sulfonyl)-7-((4S,5R)-2,2,5-trimethyl-[1,3]dioxan-4-yl)-hept-4-enyl]-tetrahydro-furan-2-yl}-ethyl)-4-methyl-benzenesulfonamide

Guidance literature:: Multi-step reaction with 12 steps

1: 98 percent / Na, NH₃ / tetrahydrofuran / 1 h / -40 °C

2: 95 percent / p-TsOH / CH₂Cl₂; acetone / 4 h / Ambient temperature

3: 1.) O₃, 2.) PPh₃ / 1.) CH₂Cl₂, -78 deg C, 2) -78 deg C to r.t.

4: NaBH₄ / methanol / 12 h

5: pyridine

6: LiBr / tetrahydrofuran / 4 h / 50 °C

7: 82 percent / LiNH₂, NH₃ / dimethylsulfoxide / 7 h / -40 - 0 °C

8: 89 percent / Na, NH₃ / tetrahydrofuran / 4 h / -35 °C

9: pyridine

10: LiBr / tetrahydrofuran / 2.5 h / 50 °C

11: 90 percent / H₂O; various solvent(s) / 3 h / 130 °C

12: 78 percent / n-BuLi / tetrahydrofuran / 1.) -50 deg C, 1 h, 2.) -78 to -30 deg C, 4 h

With pyridine; sodium tetrahydroborate; n-butyllithium; lithium amide; ammonia; sodium; toluene-4-sulfonic acid; ozone; triphenylphosphine; lithium bromide; In tetrahydrofuran; methanol; dichloromethane; water; dimethyl sulfoxide; acetone;