methyl (Z)-3-<(1'S,2'R,3'S,5'R)-5'-benzyloxy-3'-methoxymethoxy-2'-(triethylsilyloxy)cyclohexyl>propenoate

Base Information

Chemical Name:methyl (Z)-3-<(1'S,2'R,3'S,5'R)-5'-benzyloxy-3'-methoxymethoxy-2'-(triethylsilyloxy)cyclohexyl>propenoate
CAS No.:141318-32-3
Molecular Formula:C₂₅H₄₀O₆Si
Molecular Weight:464.674
Hs Code.:

Synonyms:methyl (Z)-3-<(1'S,2'R,3'S,5'R)-5'-benzyloxy-3'-methoxymethoxy-2'-(triethylsilyloxy)cyclohexyl>propenoate

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Chemical Property of methyl (Z)-3-<(1'S,2'R,3'S,5'R)-5'-benzyloxy-3'-methoxymethoxy-2'-(triethylsilyloxy)cyclohexyl>propenoate

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Technology Process of methyl (Z)-3-<(1'S,2'R,3'S,5'R)-5'-benzyloxy-3'-methoxymethoxy-2'-(triethylsilyloxy)cyclohexyl>propenoate

There total 11 articles about methyl (Z)-3-<(1'S,2'R,3'S,5'R)-5'-benzyloxy-3'-methoxymethoxy-2'-(triethylsilyloxy)cyclohexyl>propenoate 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: 18.0%

: 5927-18-4
trimethyl phosphonoacetate

: (1R,2R,3S,5R)-5-Benzyloxy-3-methoxymethoxy-2-triethylsilanyloxy-cyclohexanecarbaldehyde

: 141318-32-3
methyl (Z)-3-<(1'S,2'R,3'S,5'R)-5'-benzyloxy-3'-methoxymethoxy-2'-(triethylsilyloxy)cyclohexyl>propenoate

: 141276-77-9
methyl (E)-3-<(1'S,2'R,3'S,5'R)-5'-benzyloxy-3'-methoxymethoxy-2'-(triethylsilyloxy)cyclohexyl>propenoate

Guidance literature:: With potassium hexamethyldisilazane; 18-crown-6 ether; In tetrahydrofuran; at -78 ℃;
DOI:10.1039/c39920000406

Reference yield:

: 994-30-9
triethylsilyl chloride

: 141318-32-3
methyl (Z)-3-<(1'S,2'R,3'S,5'R)-5'-benzyloxy-3'-methoxymethoxy-2'-(triethylsilyloxy)cyclohexyl>propenoate

Guidance literature:: Multi-step reaction with 4 steps

1: 97 percent / pyridine / 60 °C

2: 87 percent / MeONa / methanol / Ambient temperature

3: pyridinium chlorochromate (PCC) / CH₂Cl₂

4: 68 percent / potassium hexamethyldisilazane, 18-crown-6 / tetrahydrofuran / -78 °C

With pyridine; potassium hexamethyldisilazane; 18-crown-6 ether; sodium methylate; pyridinium chlorochromate; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1039/c39920000406

Reference yield:

: 100-39-0
benzyl bromide

: 141318-32-3
methyl (Z)-3-<(1'S,2'R,3'S,5'R)-5'-benzyloxy-3'-methoxymethoxy-2'-(triethylsilyloxy)cyclohexyl>propenoate

Guidance literature:: Multi-step reaction with 7 steps

1: NaH / dimethylformamide / Ambient temperature

2: AcOH, H₂O / Ambient temperature

3: pyridine

4: 97 percent / pyridine / 60 °C

5: 87 percent / MeONa / methanol / Ambient temperature

6: pyridinium chlorochromate (PCC) / CH₂Cl₂

7: 68 percent / potassium hexamethyldisilazane, 18-crown-6 / tetrahydrofuran / -78 °C

With pyridine; potassium hexamethyldisilazane; 18-crown-6 ether; water; sodium methylate; sodium hydride; acetic acid; pyridinium chlorochromate; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1039/c39920000406