5-[1-(tert-butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxy)-pentyl]-1-[3-(tert-butyl-dimethyl-silanyloxy)-propyl]-tetrahydro-pyrrolo[1,2-c]oxazol-3-one

Base Information

• Chemical Name: 5-[1-(tert-butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxy)-pentyl]-1-[3-(tert-butyl-dimethyl-silanyloxy)-propyl]-tetrahydro-pyrrolo[1,2-c]oxazol-3-one
• CAS No.: 698976-20-4
• Molecular Formula: C₃₄H₆₁NO₆Si₂
• Molecular Weight: 636.032

Synonyms:5-[1-(tert-butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxy)-pentyl]-1-[3-(tert-butyl-dimethyl-silanyloxy)-propyl]-tetrahydro-pyrrolo[1,2-c]oxazol-3-one

Chemical Property of 5-[1-(tert-butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxy)-pentyl]-1-[3-(tert-butyl-dimethyl-silanyloxy)-propyl]-tetrahydro-pyrrolo[1,2-c]oxazol-3-one

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of 5-[1-(tert-butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxy)-pentyl]-1-[3-(tert-butyl-dimethyl-silanyloxy)-propyl]-tetrahydro-pyrrolo[1,2-c]oxazol-3-one

There total 7 articles about 5-[1-(tert-butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxy)-pentyl]-1-[3-(tert-butyl-dimethyl-silanyloxy)-propyl]-tetrahydro-pyrrolo[1,2-c]oxazol-3-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: 95.0%

(1S,5S,7aS)-5-[(1S)-1-[[(1,1-dimetylethyl)dimethylsilyl]oxy]-5-[(4-methoxyphenyl)methoxy]pentyl]-1-[3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]propyl]-5,7a-dihydro-1H,3H-pyrrolo[1,2-c]oxazol-3-one (698976-14-6) → 5-[1-(tert-butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxy)-pentyl]-1-[3-(tert-butyl-dimethyl-silanyloxy)-propyl]-tetrahydro-pyrrolo[1,2-c]oxazol-3-one (698976-20-4)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethyl acetate; at 20 ℃; for 1h;

DOI:10.1055/s-2004-817773

Reference yield:

tert-butyldimethylsilyl chloride (18162-48-6) → 5-[1-(tert-butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxy)-pentyl]-1-[3-(tert-butyl-dimethyl-silanyloxy)-propyl]-tetrahydro-pyrrolo[1,2-c]oxazol-3-one (698976-20-4)

Guidance literature:

Multi-step reaction with 5 steps

1: 85 percent / imidazole / acetonitrile / 20 °C

2: LiOTf / acetonitrile / 96 h / 130 °C

3: 84 percent / Et₃N / CH₂Cl₂ / -40 °C

4: 92.6 percent / Grubbs' 1st generation catalyst / CH₂Cl₂ / 168 h / Heating

5: 95 percent / H₂ / Pd/C / ethyl acetate / 1 h / 20 °C

With 1H-imidazole; hydrogen; lithium trifluoromethanesulfonate; triethylamine; palladium on activated charcoal; Grubbs catalyst first generation; In dichloromethane; ethyl acetate; acetonitrile;

DOI:10.1055/s-2004-817773

Reference yield:

2-[4-(4-methoxy-benzyloxy)-butyl]-3-vinyl-oxirane → 5-[1-(tert-butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxy)-pentyl]-1-[3-(tert-butyl-dimethyl-silanyloxy)-propyl]-tetrahydro-pyrrolo[1,2-c]oxazol-3-one (698976-20-4)

Guidance literature:

Multi-step reaction with 6 steps

1: 98 percent / aq. ammonia / 0.5 h / 110 °C / microwave irradiation

2: 85 percent / imidazole / acetonitrile / 20 °C

3: LiOTf / acetonitrile / 96 h / 130 °C

4: 84 percent / Et₃N / CH₂Cl₂ / -40 °C

5: 92.6 percent / Grubbs' 1st generation catalyst / CH₂Cl₂ / 168 h / Heating

6: 95 percent / H₂ / Pd/C / ethyl acetate / 1 h / 20 °C

With 1H-imidazole; ammonium hydroxide; hydrogen; lithium trifluoromethanesulfonate; triethylamine; palladium on activated charcoal; Grubbs catalyst first generation; In dichloromethane; ethyl acetate; acetonitrile;

DOI:10.1055/s-2004-817773

upstream raw materials:

(1S,5S,7aS)-5-[(1S)-1-[[(1,1-dimetylethyl)dimethylsilyl]oxy]-5-[(4-methoxyphenyl)methoxy]pentyl]-1-[3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]propyl]-5,7a-dihydro-1H,3H-pyrrolo[1,2-c]oxazol-3-one

tert-butyldimethylsilyl chloride

3-{1-[1-(tert-butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxy)-pentyl]-allyl}-5-[3-(tert-butyl-dimethyl-silanyloxy)-propyl]-4-vinyl-oxazolidin-2-one

Downstream raw materials:

(S)-1-{(2S,5S)-5-[(S)-1-Hydroxy-5-(4-methoxy-benzyloxy)-pentyl]-pyrrolidin-2-yl}-butane-1,4-diol

(3S,9S,9aS)-9-[[(1,1-dimetylethyl)diphenylsilyl]oxy]-3-[(1S)-1,4-bis[[(1,1-dimethylethyl)diphenylsilyl]oxy]-butyl]-1H-pyrrolo[1,2-a]azepine

(S)-5-{(2S,5S)-5-[(S)-1,4-Bis-(tert-butyl-diphenyl-silanyloxy)-butyl]-pyrrolidin-2-yl}-5-(tert-butyl-diphenyl-silanyloxy)-pentan-1-ol

(2S,5S)-2-[(S)-1,4-Bis-(tert-butyl-diphenyl-silanyloxy)-butyl]-5-[(S)-1-(tert-butyl-diphenyl-silanyloxy)-5-(4-methoxy-benzyloxy)-pentyl]-pyrrolidine

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