methyl 8(S)-<(tert-butyldiphenylsilyl)oxy>-5(Z),9(E),11(Z),14(Z)-eicosatetraenoate

Base Information

Chemical Name:methyl 8(S)-<(tert-butyldiphenylsilyl)oxy>-5(Z),9(E),11(Z),14(Z)-eicosatetraenoate
CAS No.:105457-28-1
Molecular Formula:C₃₇H₅₂O₃Si
Molecular Weight:572.904
Hs Code.:

Synonyms:methyl 8(S)-<(tert-butyldiphenylsilyl)oxy>-5(Z),9(E),11(Z),14(Z)-eicosatetraenoate

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Chemical Property of methyl 8(S)-<(tert-butyldiphenylsilyl)oxy>-5(Z),9(E),11(Z),14(Z)-eicosatetraenoate

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Technology Process of methyl 8(S)-<(tert-butyldiphenylsilyl)oxy>-5(Z),9(E),11(Z),14(Z)-eicosatetraenoate

There total 7 articles about methyl 8(S)-<(tert-butyldiphenylsilyl)oxy>-5(Z),9(E),11(Z),14(Z)-eicosatetraenoate 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: 86.0%

: 73958-09-5
Phosphorane of (Z)-3-nonen-1-yl-triphenylphosponium bromide

: 93292-51-4
methyl 8(S)-<(tert-butyldiphenylsilyl)oxy>-11-oxo-5(Z),9(E)-undecadienoate

: 105457-28-1
methyl 8(S)-<(tert-butyldiphenylsilyl)oxy>-5(Z),9(E),11(Z),14(Z)-eicosatetraenoate

Guidance literature:: In tetrahydrofuran; at -78 ℃; for 0.25h;
DOI:10.1021/jo00375a009

Reference yield:

: 65011-73-6
Lithium; 5-(triphenyl-λ⁵-phosphanylidene)-pentanoate

: 105457-28-1
methyl 8(S)-<(tert-butyldiphenylsilyl)oxy>-5(Z),9(E),11(Z),14(Z)-eicosatetraenoate

Guidance literature:: Multi-step reaction with 6 steps

1: 57 percent / tetrahydrofuran / 1.) -78 deg C, 30 min, 2.) RT, 30 min;

2: 100 percent / methanol; diethyl ether / 0.17 h / Ambient temperature

3: 65 percent / trifluoroacetic acid / tetrahydrofuran; H₂O / 6 h / Ambient temperature

4: sodium periodate / acetone; H₂O; tetrahydrofuran / 0.25 h / Ambient temperature

5: benzene / 9 h / 80 °C

6: 86 percent / tetrahydrofuran / 0.25 h / -78 °C

With sodium periodate; trifluoroacetic acid; In tetrahydrofuran; methanol; diethyl ether; water; acetone; benzene;
DOI:10.1021/jo00375a009

Reference yield:

: 93292-42-3
2-deoxy-3-O-(tert-butyldiphenylsilyl)-4,5-bis-O-(1-methylethylidene)-D-erythro-pentose

: 105457-28-1
methyl 8(S)-<(tert-butyldiphenylsilyl)oxy>-5(Z),9(E),11(Z),14(Z)-eicosatetraenoate

Guidance literature:: Multi-step reaction with 6 steps

1: 57 percent / tetrahydrofuran / 1.) -78 deg C, 30 min, 2.) RT, 30 min;

2: 100 percent / methanol; diethyl ether / 0.17 h / Ambient temperature

3: 65 percent / trifluoroacetic acid / tetrahydrofuran; H₂O / 6 h / Ambient temperature

4: sodium periodate / acetone; H₂O; tetrahydrofuran / 0.25 h / Ambient temperature

5: benzene / 9 h / 80 °C

6: 86 percent / tetrahydrofuran / 0.25 h / -78 °C

With sodium periodate; trifluoroacetic acid; In tetrahydrofuran; methanol; diethyl ether; water; acetone; benzene;
DOI:10.1021/jo00375a009