Methyl <4(S)-<1α,4β,4(Z)>>-4-hydroxy-4-<1-<(3-methoxy-3-oxopropyl)thio>-2-hexadecenyl>cyclohexanecarboxylate

Base Information

Chemical Name:Methyl <4(S)-<1α,4β,4(Z)>>-4-hydroxy-4-<1-<(3-methoxy-3-oxopropyl)thio>-2-hexadecenyl>cyclohexanecarboxylate
CAS No.:132488-40-5
Molecular Formula:C₂₈H₅₀O₅S
Molecular Weight:498.768
Hs Code.:

Synonyms:Methyl <4(S)-<1α,4β,4(Z)>>-4-hydroxy-4-<1-<(3-methoxy-3-oxopropyl)thio>-2-hexadecenyl>cyclohexanecarboxylate

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Chemical Property of Methyl <4(S)-<1α,4β,4(Z)>>-4-hydroxy-4-<1-<(3-methoxy-3-oxopropyl)thio>-2-hexadecenyl>cyclohexanecarboxylate

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Technology Process of Methyl <4(S)-<1α,4β,4(Z)>>-4-hydroxy-4-<1-<(3-methoxy-3-oxopropyl)thio>-2-hexadecenyl>cyclohexanecarboxylate

There total 12 articles about Methyl <4(S)-<1α,4β,4(Z)>>-4-hydroxy-4-<1-<(3-methoxy-3-oxopropyl)thio>-2-hexadecenyl>cyclohexanecarboxylate 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: 93.0%

: 2935-90-2
Methyl 3-mercaptopropionate

: 116289-18-0,116348-01-7,132488-34-7,132488-35-8,132488-36-9
Methyl 2-(1-pentadecenyl)-<3(R)-<3β(Z),6β>>-1-oxaspiro<2.5>octane-6-carboxylate

: 132488-40-5
Methyl <4(S)-<1α,4β,4(Z)>>-4-hydroxy-4-<1-<(3-methoxy-3-oxopropyl)thio>-2-hexadecenyl>cyclohexanecarboxylate

Guidance literature:: With triethylamine; In methanol; for 24h; Ambient temperature;
DOI:10.1021/jo00005a019

Reference yield: 81.0%

: 116289-18-0,116348-01-7,132488-34-7,132488-35-8,132488-36-9
Methyl 2-(1-pentadecenyl)-<3(R)-<3β(Z),6α>>-1-oxaspiro<2.5>octane-6-carboxylate

: 2365-48-2
Methyl thioglycolate

: 132488-40-5
Methyl <4(S)-<1α,4β,4(Z)>>-4-hydroxy-4-<1-<(3-methoxy-3-oxopropyl)thio>-2-hexadecenyl>cyclohexanecarboxylate

Guidance literature:: With triethylamine; In methanol; for 24h; Ambient temperature;
DOI:10.1021/jo00005a019

Reference yield:

: 99-76-3,156291-94-0
methyl 4-hydroxylbenzoate

: 132488-40-5
Methyl <4(S)-<1α,4β,4(Z)>>-4-hydroxy-4-<1-<(3-methoxy-3-oxopropyl)thio>-2-hexadecenyl>cyclohexanecarboxylate

Guidance literature:: Multi-step reaction with 8 steps

1: 98 percent / H₂ / 5percent Rh/alumina / methanol / 18 h / 2844.3 Torr

2: 97.5 percent / pyridinium chlorochromate, NaOAc, Celite / acetonitrile / 3.5 h / Ambient temperature

4: 69 percent / NaBH₄ / methanol / 1 h / 3 °C

5: Ti(OC₃H₇-i)4, D-(-)-diethyltartrate, t-BuOOH / CH₂Cl₂; toluene / 24 h / -20 °C

6: 1.) oxalyl chloride, DMSO, 2.) NEt₃ / 1.) CH₂Cl₂, -75 deg C, 20 min, 2.) 45 min, to room temperature

7: 1.) t-BuOK / 1.) THF, 5 min, room temperature, 2.) THF

8: 93 percent / NEt₃ / methanol / 24 h / Ambient temperature

With titanium(IV) isopropylate; tert.-butylhydroperoxide; sodium tetrahydroborate; oxalyl dichloride; diethyl (2S,3S)-tartrate; Celite; potassium tert-butylate; hydrogen; sodium acetate; dimethyl sulfoxide; triethylamine; pyridinium chlorochromate; Rh/Al₂O₃; In methanol; dichloromethane; toluene; acetonitrile;
DOI:10.1021/jo00005a019