(3Z,9Z,11E)-13-tert-butoxydiphenylsilyloxy-8-tert-butyldimethylsilyloxy-1,1-bis-methoxycarbonyl-3-methoxymethyloxy-4-methyl-7,7-(propylenedithio)trideca-3,9,11-triene

Base Information

Chemical Name:(3Z,9Z,11E)-13-tert-butoxydiphenylsilyloxy-8-tert-butyldimethylsilyloxy-1,1-bis-methoxycarbonyl-3-methoxymethyloxy-4-methyl-7,7-(propylenedithio)trideca-3,9,11-triene
CAS No.:145262-33-5
Molecular Formula:C₄₅H₆₈O₉S₂Si₂
Molecular Weight:873.333
Hs Code.:

(3Z,9Z,11E)-13-tert-butoxydiphenylsilyloxy-8-tert-butyldimethylsilyloxy-1,1-bis-methoxycarbonyl-3-methoxymethyloxy-4-methyl-7,7-(propylenedithio)trideca-3,9,11-triene

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Suppliers and Price of (3Z,9Z,11E)-13-tert-butoxydiphenylsilyloxy-8-tert-butyldimethylsilyloxy-1,1-bis-methoxycarbonyl-3-methoxymethyloxy-4-methyl-7,7-(propylenedithio)trideca-3,9,11-triene

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Chemical Property of (3Z,9Z,11E)-13-tert-butoxydiphenylsilyloxy-8-tert-butyldimethylsilyloxy-1,1-bis-methoxycarbonyl-3-methoxymethyloxy-4-methyl-7,7-(propylenedithio)trideca-3,9,11-triene

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Technology Process of (3Z,9Z,11E)-13-tert-butoxydiphenylsilyloxy-8-tert-butyldimethylsilyloxy-1,1-bis-methoxycarbonyl-3-methoxymethyloxy-4-methyl-7,7-(propylenedithio)trideca-3,9,11-triene

There total 9 articles about (3Z,9Z,11E)-13-tert-butoxydiphenylsilyloxy-8-tert-butyldimethylsilyloxy-1,1-bis-methoxycarbonyl-3-methoxymethyloxy-4-methyl-7,7-(propylenedithio)trideca-3,9,11-triene 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:

: 69739-34-0
t-butyldimethylsiyl triflate

: 145262-33-5
(3Z,9Z,11E)-13-tert-butoxydiphenylsilyloxy-8-tert-butyldimethylsilyloxy-1,1-bis-methoxycarbonyl-3-methoxymethyloxy-4-methyl-7,7-(propylenedithio)trideca-3,9,11-triene

Guidance literature:: Multi-step reaction with 4 steps

1: 85 percent / triethylamine / CH₂Cl₂ / 1.33 h / 0 °C

2: 82 percent / lithium aluminium hydride / diethyl ether / a) 0 deg C, 30 min, b) room temperature, 90 min

3: 90 percent / lithium chloride, mesyl chloride, collidine / dimethylformamide / a) 0 deg C, 15 min, b) room temperature, 1 h

4: 1.) sodium hydride, 2.) potassium iodide / 1.) THF, DMF, room temperature, 15 min, 2.) THF, DMF, room temperature, 3 h

With 2,3,5-trimethyl-pyridine; lithium aluminium tetrahydride; sodium hydride; methanesulfonyl chloride; triethylamine; potassium iodide; lithium chloride; In diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1139/v92-296

Reference yield:

: 17922-24-6
tert-butyloxydiphenylsilyl chloride

: 145262-33-5
(3Z,9Z,11E)-13-tert-butoxydiphenylsilyloxy-8-tert-butyldimethylsilyloxy-1,1-bis-methoxycarbonyl-3-methoxymethyloxy-4-methyl-7,7-(propylenedithio)trideca-3,9,11-triene

Guidance literature:: Multi-step reaction with 8 steps

1: 99 percent / triethylamine / CH₂Cl₂ / 0.67 h / Ambient temperature

2: 51 percent / pyridinium para-toluenesulfonate / 2-methyl-propan-2-ol / 10 h / 60 °C

3: 76 percent / dimethyl sulfoxide, oxalyl chloride, diisopropylethylamine / CH₂Cl₂ / a) -78 deg C, 15 min, b) 0 deg C, 25 min

4: 1.) butyllithium / 1.) THF, hexane, -93 deg C, 15 s, 2.) THF, -93 deg C, 35 min

5: 85 percent / triethylamine / CH₂Cl₂ / 1.33 h / 0 °C

6: 82 percent / lithium aluminium hydride / diethyl ether / a) 0 deg C, 30 min, b) room temperature, 90 min

7: 90 percent / lithium chloride, mesyl chloride, collidine / dimethylformamide / a) 0 deg C, 15 min, b) room temperature, 1 h

8: 1.) sodium hydride, 2.) potassium iodide / 1.) THF, DMF, room temperature, 15 min, 2.) THF, DMF, room temperature, 3 h

With 2,3,5-trimethyl-pyridine; lithium aluminium tetrahydride; n-butyllithium; oxalyl dichloride; pyridinium p-toluenesulfonate; sodium hydride; dimethyl sulfoxide; methanesulfonyl chloride; triethylamine; N-ethyl-N,N-diisopropylamine; potassium iodide; lithium chloride; In diethyl ether; dichloromethane; N,N-dimethyl-formamide; tert-butyl alcohol;
DOI:10.1139/v92-296

Reference yield:

: 145262-24-4
(2E,4Z)-6-tetrahydropyranyloxy-2,4-hexadien-1-ol

: 145262-33-5
(3Z,9Z,11E)-13-tert-butoxydiphenylsilyloxy-8-tert-butyldimethylsilyloxy-1,1-bis-methoxycarbonyl-3-methoxymethyloxy-4-methyl-7,7-(propylenedithio)trideca-3,9,11-triene

Guidance literature:: Multi-step reaction with 8 steps

1: 99 percent / triethylamine / CH₂Cl₂ / 0.67 h / Ambient temperature

2: 51 percent / pyridinium para-toluenesulfonate / 2-methyl-propan-2-ol / 10 h / 60 °C

3: 76 percent / dimethyl sulfoxide, oxalyl chloride, diisopropylethylamine / CH₂Cl₂ / a) -78 deg C, 15 min, b) 0 deg C, 25 min

4: 1.) butyllithium / 1.) THF, hexane, -93 deg C, 15 s, 2.) THF, -93 deg C, 35 min

5: 85 percent / triethylamine / CH₂Cl₂ / 1.33 h / 0 °C

6: 82 percent / lithium aluminium hydride / diethyl ether / a) 0 deg C, 30 min, b) room temperature, 90 min

7: 90 percent / lithium chloride, mesyl chloride, collidine / dimethylformamide / a) 0 deg C, 15 min, b) room temperature, 1 h

8: 1.) sodium hydride, 2.) potassium iodide / 1.) THF, DMF, room temperature, 15 min, 2.) THF, DMF, room temperature, 3 h

With 2,3,5-trimethyl-pyridine; lithium aluminium tetrahydride; n-butyllithium; oxalyl dichloride; pyridinium p-toluenesulfonate; sodium hydride; dimethyl sulfoxide; methanesulfonyl chloride; triethylamine; N-ethyl-N,N-diisopropylamine; potassium iodide; lithium chloride; In diethyl ether; dichloromethane; N,N-dimethyl-formamide; tert-butyl alcohol;
DOI:10.1139/v92-296