(R)-18-Benzyloxy-17-hydroxy-octadeca-9,11,13,15-tetraynoic acid

Base Information

Chemical Name:(R)-18-Benzyloxy-17-hydroxy-octadeca-9,11,13,15-tetraynoic acid
CAS No.:902168-63-2
Molecular Formula:C₂₅H₂₆O₄
Molecular Weight:390.479
Hs Code.:

Synonyms:

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Chemical Property of (R)-18-Benzyloxy-17-hydroxy-octadeca-9,11,13,15-tetraynoic acid

Chemical Property:

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Technology Process of (R)-18-Benzyloxy-17-hydroxy-octadeca-9,11,13,15-tetraynoic acid

There total 7 articles about (R)-18-Benzyloxy-17-hydroxy-octadeca-9,11,13,15-tetraynoic acid 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:

: 872370-85-9
dodeca-9,11-diyn-1-ol

: 902168-63-2
(R)-18-Benzyloxy-17-hydroxy-octadeca-9,11,13,15-tetraynoic acid

Guidance literature:: Multi-step reaction with 6 steps

1: (COCl)2; DMSO / triethylamine / 1 h / -78 °C

2: NaClO₂; NaH₂PO₄ / dimethylsulfoxide / 1 h

3: 82 percent / diethyl ether / 0.5 h / 0 °C

4: NBS; AgNO₃ / acetone / 0.33 h / 0 - 20 °C

5: LiOH / tetrahydrofuran; methanol; H₂O / 0.67 h

6: 72 percent / NH₂OH*HCl; EtNH₂; CuCl / aq. methanol / 0.33 h

With lithium hydroxide; sodium chlorite; sodium dihydrogenphosphate; N-Bromosuccinimide; oxalyl dichloride; hydroxylamine hydrochloride; silver nitrate; ethylamine; dimethyl sulfoxide; copper(l) chloride; In tetrahydrofuran; methanol; diethyl ether; water; dimethyl sulfoxide; triethylamine; acetone; 1: Swern oxidation / 6: Cadiot-Chodkiewicz reaction;
DOI:10.1016/j.tetlet.2006.03.118

Reference yield:

: dodeca-9,11-diynal

: 902168-63-2
(R)-18-Benzyloxy-17-hydroxy-octadeca-9,11,13,15-tetraynoic acid

Guidance literature:: Multi-step reaction with 5 steps

1: NaClO₂; NaH₂PO₄ / dimethylsulfoxide / 1 h

2: 82 percent / diethyl ether / 0.5 h / 0 °C

3: NBS; AgNO₃ / acetone / 0.33 h / 0 - 20 °C

4: LiOH / tetrahydrofuran; methanol; H₂O / 0.67 h

5: 72 percent / NH₂OH*HCl; EtNH₂; CuCl / aq. methanol / 0.33 h

With lithium hydroxide; sodium chlorite; sodium dihydrogenphosphate; N-Bromosuccinimide; hydroxylamine hydrochloride; silver nitrate; ethylamine; copper(l) chloride; In tetrahydrofuran; methanol; diethyl ether; water; dimethyl sulfoxide; acetone; 5: Cadiot-Chodkiewicz reaction;
DOI:10.1016/j.tetlet.2006.03.118

Reference yield:

: 17643-36-6
9-decyn-1-ol

: 902168-63-2
(R)-18-Benzyloxy-17-hydroxy-octadeca-9,11,13,15-tetraynoic acid

Guidance literature:: Multi-step reaction with 8 steps

1: 80 percent / Pd(PPh₃)4; Et₂NH; CuI / toluene / 0.5 h

2: 90 percent / n-BuLi; HMPA / 0.5 h / -40 °C

3: (COCl)2; DMSO / triethylamine / 1 h / -78 °C

4: NaClO₂; NaH₂PO₄ / dimethylsulfoxide / 1 h

5: 82 percent / diethyl ether / 0.5 h / 0 °C

6: NBS; AgNO₃ / acetone / 0.33 h / 0 - 20 °C

7: LiOH / tetrahydrofuran; methanol; H₂O / 0.67 h

8: 72 percent / NH₂OH*HCl; EtNH₂; CuCl / aq. methanol / 0.33 h

With N,N,N,N,N,N-hexamethylphosphoric triamide; lithium hydroxide; sodium chlorite; sodium dihydrogenphosphate; N-Bromosuccinimide; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; oxalyl dichloride; hydroxylamine hydrochloride; silver nitrate; ethylamine; dimethyl sulfoxide; diethylamine; copper(l) chloride; In tetrahydrofuran; methanol; diethyl ether; water; dimethyl sulfoxide; triethylamine; acetone; toluene; 1: modified Sonogashira reaction / 3: Swern oxidation / 8: Cadiot-Chodkiewicz reaction;
DOI:10.1016/j.tetlet.2006.03.118