4-[(3R,4R,5S)-3,4-Bis-benzyloxy-5-(tert-butyl-diphenyl-silanyloxymethyl)-pyrrolidin-(2E)-ylidene]-2-((E)-3-hydroxy-2-methyl-propenyl)-4H-oxazol-5-one

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Chemical Name:4-[(3R,4R,5S)-3,4-Bis-benzyloxy-5-(tert-butyl-diphenyl-silanyloxymethyl)-pyrrolidin-(2E)-ylidene]-2-((E)-3-hydroxy-2-methyl-propenyl)-4H-oxazol-5-one
CAS No.:205441-87-8
Molecular Formula:C₄₂H₄₆N₂O₆Si
Molecular Weight:702.923
Hs Code.:

Synonyms:4-[(3R,4R,5S)-3,4-Bis-benzyloxy-5-(tert-butyl-diphenyl-silanyloxymethyl)-pyrrolidin-(2E)-ylidene]-2-((E)-3-hydroxy-2-methyl-propenyl)-4H-oxazol-5-one

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Chemical Property of 4-[(3R,4R,5S)-3,4-Bis-benzyloxy-5-(tert-butyl-diphenyl-silanyloxymethyl)-pyrrolidin-(2E)-ylidene]-2-((E)-3-hydroxy-2-methyl-propenyl)-4H-oxazol-5-one

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Technology Process of 4-[(3R,4R,5S)-3,4-Bis-benzyloxy-5-(tert-butyl-diphenyl-silanyloxymethyl)-pyrrolidin-(2E)-ylidene]-2-((E)-3-hydroxy-2-methyl-propenyl)-4H-oxazol-5-one

There total 8 articles about 4-[(3R,4R,5S)-3,4-Bis-benzyloxy-5-(tert-butyl-diphenyl-silanyloxymethyl)-pyrrolidin-(2E)-ylidene]-2-((E)-3-hydroxy-2-methyl-propenyl)-4H-oxazol-5-one 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:

: 13866-57-4
(E)-methyl 4-hydroxy-3-methylbut-2-enoate

: 205441-87-8
4-[(3R,4R,5S)-3,4-Bis-benzyloxy-5-(tert-butyl-diphenyl-silanyloxymethyl)-pyrrolidin-(2E)-ylidene]-2-((E)-3-hydroxy-2-methyl-propenyl)-4H-oxazol-5-one

Guidance literature:: Multi-step reaction with 8 steps

1: i-Pr₂NEt

2: aq. NaOH

3: 1-ethyl 3-(dimethylaminopropyl)carbodiimide hydrochloride, Et₃N

4: 92 percent / aq. NaOH

5: 100 percent / C₆H₁₁NCNCH₂N(Me)(CH₂CH₂OCH₂CH₂)⁽¹⁺⁾*TsO^(1-)

6: 58 percent / toluene / 60 °C

7: DDQ

8: NaBH₄

With sodium hydroxide; sodium tetrahydroborate; C₆H₁₁NCNCH₂N(Me)(CH₂CH₂OCH₂CH₂)⁽¹⁺⁾*TsO^(1-); 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In toluene;

Reference yield:

: 205441-81-2
(E)-3-(benzyloxymethoxy)methyl-2-butenoic acid

: 205441-87-8
4-[(3R,4R,5S)-3,4-Bis-benzyloxy-5-(tert-butyl-diphenyl-silanyloxymethyl)-pyrrolidin-(2E)-ylidene]-2-((E)-3-hydroxy-2-methyl-propenyl)-4H-oxazol-5-one

Guidance literature:: Multi-step reaction with 6 steps

1: 1-ethyl 3-(dimethylaminopropyl)carbodiimide hydrochloride, Et₃N

2: 92 percent / aq. NaOH

3: 100 percent / C₆H₁₁NCNCH₂N(Me)(CH₂CH₂OCH₂CH₂)⁽¹⁺⁾*TsO^(1-)

4: 58 percent / toluene / 60 °C

5: DDQ

6: NaBH₄

With sodium hydroxide; sodium tetrahydroborate; C₆H₁₁NCNCH₂N(Me)(CH₂CH₂OCH₂CH₂)⁽¹⁺⁾*TsO^(1-); 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In toluene;

Reference yield:

: 205441-80-1
(E)-4-Benzyloxymethoxy-3-methyl-but-2-enoic acid methyl ester

: 205441-87-8
4-[(3R,4R,5S)-3,4-Bis-benzyloxy-5-(tert-butyl-diphenyl-silanyloxymethyl)-pyrrolidin-(2E)-ylidene]-2-((E)-3-hydroxy-2-methyl-propenyl)-4H-oxazol-5-one

Guidance literature:: Multi-step reaction with 7 steps

1: aq. NaOH

2: 1-ethyl 3-(dimethylaminopropyl)carbodiimide hydrochloride, Et₃N

3: 92 percent / aq. NaOH

4: 100 percent / C₆H₁₁NCNCH₂N(Me)(CH₂CH₂OCH₂CH₂)⁽¹⁺⁾*TsO^(1-)

5: 58 percent / toluene / 60 °C

6: DDQ

7: NaBH₄

With sodium hydroxide; sodium tetrahydroborate; C₆H₁₁NCNCH₂N(Me)(CH₂CH₂OCH₂CH₂)⁽¹⁺⁾*TsO^(1-); 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In toluene;