{(1R,2S)-2-[(2R,3R)-3-(tert-Butyl-diphenyl-silanyloxy)-2-(1-iodo-vinyl)-5-oxo-cyclopent-(E)-ylidenemethyl]-2-methyl-cyclopentyl}-acetaldehyde

Base Information

• Chemical Name: {(1R,2S)-2-[(2R,3R)-3-(tert-Butyl-diphenyl-silanyloxy)-2-(1-iodo-vinyl)-5-oxo-cyclopent-(E)-ylidenemethyl]-2-methyl-cyclopentyl}-acetaldehyde
• CAS No.: 122552-69-6
• Molecular Formula: C₃₂H₃₉IO₃Si
• Molecular Weight: 626.65

Synonyms:{(1R,2S)-2-[(2R,3R)-3-(tert-Butyl-diphenyl-silanyloxy)-2-(1-iodo-vinyl)-5-oxo-cyclopent-(E)-ylidenemethyl]-2-methyl-cyclopentyl}-acetaldehyde

Chemical Property of {(1R,2S)-2-[(2R,3R)-3-(tert-Butyl-diphenyl-silanyloxy)-2-(1-iodo-vinyl)-5-oxo-cyclopent-(E)-ylidenemethyl]-2-methyl-cyclopentyl}-acetaldehyde

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of {(1R,2S)-2-[(2R,3R)-3-(tert-Butyl-diphenyl-silanyloxy)-2-(1-iodo-vinyl)-5-oxo-cyclopent-(E)-ylidenemethyl]-2-methyl-cyclopentyl}-acetaldehyde

There total 19 articles about {(1R,2S)-2-[(2R,3R)-3-(tert-Butyl-diphenyl-silanyloxy)-2-(1-iodo-vinyl)-5-oxo-cyclopent-(E)-ylidenemethyl]-2-methyl-cyclopentyl}-acetaldehyde 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:

(R)-(+)-4-hydroxy-2-cyclopentenone (59995-47-0) → {(1R,2S)-2-[(2R,3R)-3-(tert-Butyl-diphenyl-silanyloxy)-2-(1-iodo-vinyl)-5-oxo-cyclopent-(E)-ylidenemethyl]-2-methyl-cyclopentyl}-acetaldehyde (122552-69-6)

Guidance literature:

Multi-step reaction with 10 steps

1: AgNO₃ / pyridine

2: Br₂

3: Et₃N

6: 1)t-BuLi

7: HF

8: 1) ICl, 2)TBAF/HF

9: MeOH/p-TsOH

10: Swern oxidation

With methanol; hydrogen fluoride; tetrabutyl ammonium fluoride; bromine; tert.-butyl lithium; Iodine monochloride; toluene-4-sulfonic acid; silver nitrate; triethylamine; In pyridine;

DOI:10.1016/S0040-4039(00)80638-3

Reference yield:

(1'R,2'R)-2-(2'-hydroxymethyl-2'-methyl-3'-methylenecyclopentyl)ethanoic acid (98049-46-8) → {(1R,2S)-2-[(2R,3R)-3-(tert-Butyl-diphenyl-silanyloxy)-2-(1-iodo-vinyl)-5-oxo-cyclopent-(E)-ylidenemethyl]-2-methyl-cyclopentyl}-acetaldehyde (122552-69-6)

Guidance literature:

Multi-step reaction with 12 steps

1: AgNO₃ / pyridine

2: 1) LiAlH₄, 2) Et(i-Pr)2N

3: 1) O₃, 2)NaBH₄

5: Bu₃SnH, AIBN

6: TBAF

7: Swern oxidation

8: 1)t-BuLi

9: HF

10: 1) ICl, 2)TBAF/HF

11: MeOH/p-TsOH

12: Swern oxidation

With methanol; sodium tetrahydroborate; lithium aluminium tetrahydride; 2,2'-azobis(isobutyronitrile); hydrogen fluoride; tetrabutyl ammonium fluoride; tert.-butyl lithium; tri-n-butyl-tin hydride; Iodine monochloride; toluene-4-sulfonic acid; ozone; silver nitrate; N-ethyl-N,N-diisopropylamine; In pyridine;

DOI:10.1016/S0040-4039(00)80638-3

Reference yield:

tert-butylchlorodiphenylsilane (58479-61-1) → {(1R,2S)-2-[(2R,3R)-3-(tert-Butyl-diphenyl-silanyloxy)-2-(1-iodo-vinyl)-5-oxo-cyclopent-(E)-ylidenemethyl]-2-methyl-cyclopentyl}-acetaldehyde (122552-69-6)

Guidance literature:

Multi-step reaction with 10 steps

1: AgNO₃ / pyridine

2: Br₂

3: Et₃N

6: 1)t-BuLi

7: HF

8: 1) ICl, 2)TBAF/HF

9: MeOH/p-TsOH

10: Swern oxidation

With methanol; hydrogen fluoride; tetrabutyl ammonium fluoride; bromine; tert.-butyl lithium; Iodine monochloride; toluene-4-sulfonic acid; silver nitrate; triethylamine; In pyridine;

DOI:10.1016/S0040-4039(00)80638-3

upstream raw materials:

(R)-(+)-4-hydroxy-2-cyclopentenone

(1'R,2'R)-2-(2'-hydroxymethyl-2'-methyl-3'-methylenecyclopentyl)ethanoic acid

(4R)-(+)-4-[(1,1-dimethylethyl)diphenylsilyloxy]cyclopent-2-en-1-one

(4R)-(+)-2-bromo-4-[(1,1-dimethylethyl)diphenylsilyloxy]cyclopent-2-en-1-one

Downstream raw materials:

(E)-(3R,3aR,5S,6aR,9aS)-3-(tert-Butyl-diphenyl-silanyloxy)-5-hydroxy-9a-methyl-4-methylene-3,3a,4,5,6,6a,7,8,9,9a-decahydro-2H-dicyclopenta[a,d]cycloocten-1-one

(E)-(3R,3aS,6aR,9aR)-3-(tert-Butyl-diphenyl-silanyloxy)-4-hydroxymethyl-9a-methyl-3,3a,6,6a,7,8,9,9a,10,10a-decahydro-2H-dicyclopenta[a,d]cycloocten-1-one

C₃₂H₄₀O₄Si

(E)-(3R,3aS,6aR,9aR)-4-(tert-Butyl-dimethyl-silanyloxymethyl)-3-(tert-butyl-diphenyl-silanyloxy)-9a-methyl-3,3a,6,6a,7,8,9,9a,10,10a-decahydro-2H-dicyclopenta[a,d]cycloocten-1-one

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