(S)-2,4-Dimethyl-3-((E)-4-triisopropylsilanyloxy-3-triisopropylsilanyloxymethyl-but-1-enyl)-4-[(2R,3R,4S,5R,6R)-3,4,5-tris-(4-methoxy-benzyloxy)-6-(4-methoxy-benzyloxymethyl)-tetrahydro-pyran-2-yloxymethyl]-cyclohex-2-enone

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Chemical Name:(S)-2,4-Dimethyl-3-((E)-4-triisopropylsilanyloxy-3-triisopropylsilanyloxymethyl-but-1-enyl)-4-[(2R,3R,4S,5R,6R)-3,4,5-tris-(4-methoxy-benzyloxy)-6-(4-methoxy-benzyloxymethyl)-tetrahydro-pyran-2-yloxymethyl]-cyclohex-2-enone
CAS No.:183279-64-3
Molecular Formula:C₇₀H₁₀₄O₁₃Si₂
Molecular Weight:1209.76
Hs Code.:

(S)-2,4-Dimethyl-3-((E)-4-triisopropylsilanyloxy-3-triisopropylsilanyloxymethyl-but-1-enyl)-4-[(2R,3R,4S,5R,6R)-3,4,5-tris-(4-methoxy-benzyloxy)-6-(4-methoxy-benzyloxymethyl)-tetrahydro-pyran-2-yloxymethyl]-cyclohex-2-enone

Synonyms:(S)-2,4-Dimethyl-3-((E)-4-triisopropylsilanyloxy-3-triisopropylsilanyloxymethyl-but-1-enyl)-4-[(2R,3R,4S,5R,6R)-3,4,5-tris-(4-methoxy-benzyloxy)-6-(4-methoxy-benzyloxymethyl)-tetrahydro-pyran-2-yloxymethyl]-cyclohex-2-enone

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Chemical Property of (S)-2,4-Dimethyl-3-((E)-4-triisopropylsilanyloxy-3-triisopropylsilanyloxymethyl-but-1-enyl)-4-[(2R,3R,4S,5R,6R)-3,4,5-tris-(4-methoxy-benzyloxy)-6-(4-methoxy-benzyloxymethyl)-tetrahydro-pyran-2-yloxymethyl]-cyclohex-2-enone

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Technology Process of (S)-2,4-Dimethyl-3-((E)-4-triisopropylsilanyloxy-3-triisopropylsilanyloxymethyl-but-1-enyl)-4-[(2R,3R,4S,5R,6R)-3,4,5-tris-(4-methoxy-benzyloxy)-6-(4-methoxy-benzyloxymethyl)-tetrahydro-pyran-2-yloxymethyl]-cyclohex-2-enone

There total 10 articles about (S)-2,4-Dimethyl-3-((E)-4-triisopropylsilanyloxy-3-triisopropylsilanyloxymethyl-but-1-enyl)-4-[(2R,3R,4S,5R,6R)-3,4,5-tris-(4-methoxy-benzyloxy)-6-(4-methoxy-benzyloxymethyl)-tetrahydro-pyran-2-yloxymethyl]-cyclohex-2-enone 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:

: (3S,4S)-2-Iodo-2,4-dimethyl-3-((E)-4-triisopropylsilanyloxy-3-triisopropylsilanyloxymethyl-but-1-enyl)-4-[(2R,3R,4S,5R,6R)-3,4,5-tris-(4-methoxy-benzyloxy)-6-(4-methoxy-benzyloxymethyl)-tetrahydro-pyran-2-yloxymethyl]-cyclohexanone

: 183279-64-3
(S)-2,4-Dimethyl-3-((E)-4-triisopropylsilanyloxy-3-triisopropylsilanyloxymethyl-but-1-enyl)-4-[(2R,3R,4S,5R,6R)-3,4,5-tris-(4-methoxy-benzyloxy)-6-(4-methoxy-benzyloxymethyl)-tetrahydro-pyran-2-yloxymethyl]-cyclohex-2-enone

Guidance literature:: With triethylamine; sodium iodide; In acetone; Yield given; Ambient temperature;
DOI:10.1021/jo961613q

Reference yield:

: 824-94-2
p-methoxybenzyl chloride

: 183279-64-3
(S)-2,4-Dimethyl-3-((E)-4-triisopropylsilanyloxy-3-triisopropylsilanyloxymethyl-but-1-enyl)-4-[(2R,3R,4S,5R,6R)-3,4,5-tris-(4-methoxy-benzyloxy)-6-(4-methoxy-benzyloxymethyl)-tetrahydro-pyran-2-yloxymethyl]-cyclohex-2-enone

Guidance literature:: Multi-step reaction with 5 steps

1: 74 percent / dimethylformamide / rt, 4 h -> 100 deg C, 2 h

2: 96 percent / m-CPBA / CH₂Cl₂ / -78 deg C, 2 h -> rt, 12 h

3: CH₂Cl₂ / -90 °C

4: Pd(OAc)2, AgOTf, I₂ / acetonitrile; CH₂Cl₂ / Ambient temperature

5: NaI, Et₃N / acetone / Ambient temperature

With palladium diacetate; iodine; silver trifluoromethanesulfonate; triethylamine; 3-chloro-benzenecarboperoxoic acid; sodium iodide; In dichloromethane; N,N-dimethyl-formamide; acetone; acetonitrile;
DOI:10.1021/jo961613q

Reference yield:

: 13992-16-0,23661-28-1,24404-53-3,28512-68-7,65236-85-3,86782-39-0,108032-93-5,121524-01-4,121570-34-1
(2R,3R,4S,5R,6S)-2-(acetoxymethyl)-6-(phenylthio)tetrahydro-2H-pyran-3,4,5-triyl triacetate

: 183279-64-3
(S)-2,4-Dimethyl-3-((E)-4-triisopropylsilanyloxy-3-triisopropylsilanyloxymethyl-but-1-enyl)-4-[(2R,3R,4S,5R,6R)-3,4,5-tris-(4-methoxy-benzyloxy)-6-(4-methoxy-benzyloxymethyl)-tetrahydro-pyran-2-yloxymethyl]-cyclohex-2-enone

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) K₂CO₃, 2.) NaH / methanol

2: 74 percent / dimethylformamide / rt, 4 h -> 100 deg C, 2 h

3: 96 percent / m-CPBA / CH₂Cl₂ / -78 deg C, 2 h -> rt, 12 h

4: CH₂Cl₂ / -90 °C

5: Pd(OAc)2, AgOTf, I₂ / acetonitrile; CH₂Cl₂ / Ambient temperature

6: NaI, Et₃N / acetone / Ambient temperature

With palladium diacetate; iodine; silver trifluoromethanesulfonate; sodium hydride; potassium carbonate; triethylamine; 3-chloro-benzenecarboperoxoic acid; sodium iodide; In methanol; dichloromethane; N,N-dimethyl-formamide; acetone; acetonitrile;
DOI:10.1021/jo961613q