Acetic acid (Z)-(1S,4S,5R)-1-[(R)-2-(tert-butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-7-hydroxy-5-(4-methoxy-benzyloxy)-4-methyl-hept-2-enyl ester

Base Information

Chemical Name:Acetic acid (Z)-(1S,4S,5R)-1-[(R)-2-(tert-butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-7-hydroxy-5-(4-methoxy-benzyloxy)-4-methyl-hept-2-enyl ester
CAS No.:158497-95-1
Molecular Formula:C₃₇H₅₀O₆Si
Molecular Weight:618.886
Hs Code.:

Synonyms:Acetic acid (Z)-(1S,4S,5R)-1-[(R)-2-(tert-butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-7-hydroxy-5-(4-methoxy-benzyloxy)-4-methyl-hept-2-enyl ester

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Chemical Property of Acetic acid (Z)-(1S,4S,5R)-1-[(R)-2-(tert-butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-7-hydroxy-5-(4-methoxy-benzyloxy)-4-methyl-hept-2-enyl ester

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Technology Process of Acetic acid (Z)-(1S,4S,5R)-1-[(R)-2-(tert-butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-7-hydroxy-5-(4-methoxy-benzyloxy)-4-methyl-hept-2-enyl ester

There total 17 articles about Acetic acid (Z)-(1S,4S,5R)-1-[(R)-2-(tert-butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-7-hydroxy-5-(4-methoxy-benzyloxy)-4-methyl-hept-2-enyl ester 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:

: 91751-24-5,92817-88-4,123284-89-9,112897-04-8
(R)-3-[(tert-butyldiphenylsilyl)oxy]-2-methylpropanal

: 158497-95-1
Acetic acid (Z)-(1S,4S,5R)-1-[(R)-2-(tert-butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-7-hydroxy-5-(4-methoxy-benzyloxy)-4-methyl-hept-2-enyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: CrCl₂, NiCl₂ / tetrahydrofuran / 4 h / Ambient temperature

2: H₂ / Pd(CaCO₃, Pb) / benzene / 760 Torr / Ambient temperature

3: DMAP, pyridine / Ambient temperature

4: PPTS / CH₂Cl₂; methanol / Ambient temperature

With pyridine; chromium dichloride; dmap; hydrogen; pyridinium p-toluenesulfonate; nickel dichloride; palladium on calcium fluoride poisoned with lead; In tetrahydrofuran; methanol; dichloromethane; benzene;
DOI:10.1021/ja00091a082

Reference yield:

: 95514-04-8,129029-85-2,120346-83-0
(S)-3-(tert-butyldiphenylsilyloxy)-2-methylpropan-1-ol

: 158497-95-1
Acetic acid (Z)-(1S,4S,5R)-1-[(R)-2-(tert-butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-7-hydroxy-5-(4-methoxy-benzyloxy)-4-methyl-hept-2-enyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: Dess-Martin periodinane / CH₂Cl₂ / Ambient temperature

2: CrCl₂, NiCl₂ / tetrahydrofuran / 4 h / Ambient temperature

3: H₂ / Pd(CaCO₃, Pb) / benzene / 760 Torr / Ambient temperature

4: DMAP, pyridine / Ambient temperature

5: PPTS / CH₂Cl₂; methanol / Ambient temperature

With pyridine; chromium dichloride; dmap; hydrogen; pyridinium p-toluenesulfonate; Dess-Martin periodane; nickel dichloride; palladium on calcium fluoride poisoned with lead; In tetrahydrofuran; methanol; dichloromethane; benzene;
DOI:10.1021/ja00091a082

Reference yield:

: 95514-03-7
(R)-methyl 3-(tert-butyl(diphenyl)silyloxy)-2-methylpropanoate

: 158497-95-1
Acetic acid (Z)-(1S,4S,5R)-1-[(R)-2-(tert-butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-7-hydroxy-5-(4-methoxy-benzyloxy)-4-methyl-hept-2-enyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: DIBAL / diethyl ether / -78 °C

2: Dess-Martin periodinane / CH₂Cl₂ / Ambient temperature

3: CrCl₂, NiCl₂ / tetrahydrofuran / 4 h / Ambient temperature

4: H₂ / Pd(CaCO₃, Pb) / benzene / 760 Torr / Ambient temperature

5: DMAP, pyridine / Ambient temperature

6: PPTS / CH₂Cl₂; methanol / Ambient temperature

With pyridine; chromium dichloride; dmap; hydrogen; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; Dess-Martin periodane; nickel dichloride; palladium on calcium fluoride poisoned with lead; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; benzene;
DOI:10.1021/ja00091a082