2(R)-methoxy-4(S)-<(tert-butyldiphenylsilyl)oxy>-6-<7(R)-<(tert-butyldiphenylsilyl)oxy>-3(E),5(E),9(Z)-pentadecatrien-1-ynyl>-2,3-dihydro-4H-pyran

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Chemical Name:2(R)-methoxy-4(S)-<(tert-butyldiphenylsilyl)oxy>-6-<7(R)-<(tert-butyldiphenylsilyl)oxy>-3(E),5(E),9(Z)-pentadecatrien-1-ynyl>-2,3-dihydro-4H-pyran
CAS No.:158719-02-9
Molecular Formula:C₅₃H₆₆O₄Si₂
Molecular Weight:823.276
Hs Code.:

Synonyms:2(R)-methoxy-4(S)-<(tert-butyldiphenylsilyl)oxy>-6-<7(R)-<(tert-butyldiphenylsilyl)oxy>-3(E),5(E),9(Z)-pentadecatrien-1-ynyl>-2,3-dihydro-4H-pyran

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Chemical Property of 2(R)-methoxy-4(S)-<(tert-butyldiphenylsilyl)oxy>-6-<7(R)-<(tert-butyldiphenylsilyl)oxy>-3(E),5(E),9(Z)-pentadecatrien-1-ynyl>-2,3-dihydro-4H-pyran

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Technology Process of 2(R)-methoxy-4(S)-<(tert-butyldiphenylsilyl)oxy>-6-<7(R)-<(tert-butyldiphenylsilyl)oxy>-3(E),5(E),9(Z)-pentadecatrien-1-ynyl>-2,3-dihydro-4H-pyran

There total 9 articles about 2(R)-methoxy-4(S)-<(tert-butyldiphenylsilyl)oxy>-6-<7(R)-<(tert-butyldiphenylsilyl)oxy>-3(E),5(E),9(Z)-pentadecatrien-1-ynyl>-2,3-dihydro-4H-pyran 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:

: 58479-61-1
tert-butylchlorodiphenylsilane

: 158719-02-9
2(R)-methoxy-4(S)-<(tert-butyldiphenylsilyl)oxy>-6-<7(R)-<(tert-butyldiphenylsilyl)oxy>-3(E),5(E),9(Z)-pentadecatrien-1-ynyl>-2,3-dihydro-4H-pyran

Guidance literature:: Multi-step reaction with 3 steps

1: 95 percent / pyridine, AgNO₃ / CH₂Cl₂ / 6 h / Ambient temperature

2: 98 percent / AgNO₃, NBS / acetone / 1 h / 24 °C

3: 1.) t-BuLi, 2.) n-Bu₃SnCl, 3.) Pd(PPh₃)4

With pyridine; N-Bromosuccinimide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; tributyltin chloride; tert.-butyl lithium; silver nitrate; In dichloromethane; acetone;
DOI:10.1021/ja00091a004

Reference yield:

: 135236-80-5,135236-82-7
Toluene-4-sulfonic acid (2R,3S)-5-hydroxy-2-((Z)-oct-2-enyl)-tetrahydro-furan-3-yl ester

: 158719-02-9
2(R)-methoxy-4(S)-<(tert-butyldiphenylsilyl)oxy>-6-<7(R)-<(tert-butyldiphenylsilyl)oxy>-3(E),5(E),9(Z)-pentadecatrien-1-ynyl>-2,3-dihydro-4H-pyran

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) HMPA, NaN(SiMe₃)2 / 1.) THF, from -78 deg C to RT, 1.5 h, 2.) THF, from -78 to -30 deg C, 4 h

2: 97 percent / n-Bu₄NF / tetrahydrofuran / 1 h / 24 °C

3: 95 percent / pyridine, AgNO₃ / CH₂Cl₂ / 6 h / Ambient temperature

4: 98 percent / AgNO₃, NBS / acetone / 1 h / 24 °C

5: 1.) t-BuLi, 2.) n-Bu₃SnCl, 3.) Pd(PPh₃)4

With pyridine; N,N,N,N,N,N-hexamethylphosphoric triamide; N-Bromosuccinimide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; tributyltin chloride; tetrabutyl ammonium fluoride; tert.-butyl lithium; sodium hexamethyldisilazane; silver nitrate; In tetrahydrofuran; dichloromethane; acetone;
DOI:10.1021/ja00091a004

Reference yield:

: 158719-05-2
(3R,4S,6R)-4-(tert-Butyl-diphenyl-silanyloxy)-6-methoxy-tetrahydro-pyran-3-ol

: 158719-02-9
2(R)-methoxy-4(S)-<(tert-butyldiphenylsilyl)oxy>-6-<7(R)-<(tert-butyldiphenylsilyl)oxy>-3(E),5(E),9(Z)-pentadecatrien-1-ynyl>-2,3-dihydro-4H-pyran

Guidance literature:: Multi-step reaction with 3 steps

1: 97 percent / pyridine / CH₂Cl₂ / 2 h / -20 °C

2: 53 percent / DBU / 0.5 h / 23 °C

3: 1.) t-BuLi, 2.) n-Bu₃SnCl, 3.) Pd(PPh₃)4

With pyridine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; tributyltin chloride; tert.-butyl lithium; 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane;
DOI:10.1021/ja00091a004