(E,1R^*,2R^*,4S^*)-2--1-hydroxy-4-<1-<<(triisopropylsilyl)oxy>methyl>propenyl>cyclopentane

Base Information

• Chemical Name: (E,1R^*,2R^*,4S^*)-2--1-hydroxy-4-<1-<<(triisopropylsilyl)oxy>methyl>propenyl>cyclopentane
• CAS No.: 97552-30-2
• Molecular Formula: C₃₂H₄₇NO₄Si
• Molecular Weight: 537.815

Synonyms:

Chemical Property of (E,1R^*,2R^*,4S^*)-2--1-hydroxy-4-<1-<<(triisopropylsilyl)oxy>methyl>propenyl>cyclopentane

Chemical Property:

Purity/Quality:

Safty Information:

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Useful:

Technology Process of (E,1R^*,2R^*,4S^*)-2--1-hydroxy-4-<1-<<(triisopropylsilyl)oxy>methyl>propenyl>cyclopentane

There total 9 articles about (E,1R^*,2R^*,4S^*)-2--1-hydroxy-4-<1-<<(triisopropylsilyl)oxy>methyl>propenyl>cyclopentane 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:

phenyl chloroformate (1885-14-9) + (1R,2R,4S)-2-Benzylamino-4-((E)-1-triisopropylsilanyloxymethyl-propenyl)-cyclopentanol (97552-29-9) → (E,1R*,2R*,4S*)-2--1-hydroxy-4-<1-<<(triisopropylsilyl)oxy>methyl>propenyl>cyclopentane (97552-30-2)

Guidance literature:

With triethylamine; In dichloromethane; at 0 ℃; for 1h; Yield given;

DOI:10.1021/jo00221a012

Reference yield:

triisopropylsilyl chloride (13154-24-0) → (E,1R*,2R*,4S*)-2--1-hydroxy-4-<1-<<(triisopropylsilyl)oxy>methyl>propenyl>cyclopentane (97552-30-2)

Guidance literature:

Multi-step reaction with 3 steps

1: imidazole / dimethylformamide / 4.3 h / Ambient temperature

2: 1.) trimethylaluminum, 3.) NaF

3: triethylamine / CH₂Cl₂ / 1 h / 0 °C

With 1H-imidazole; trimethylaluminum; sodium fluoride; triethylamine; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jo00221a012

Reference yield:

ethyl 2-(3-cyclopentenyl)-2(E)-butenoate (97552-23-3) → (E,1R*,2R*,4S*)-2--1-hydroxy-4-<1-<<(triisopropylsilyl)oxy>methyl>propenyl>cyclopentane (97552-30-2)

Guidance literature:

Multi-step reaction with 5 steps

1: m-chloroperbenzoic acid, NaHCO₃ / CH₂Cl₂ / 0.5 h / 0 °C

2: 78 percent / diisobutylaluminum hydride / toluene / 0.17 h / -78 °C

3: imidazole / dimethylformamide / 4.3 h / Ambient temperature

4: 1.) trimethylaluminum, 3.) NaF

5: triethylamine / CH₂Cl₂ / 1 h / 0 °C

With 1H-imidazole; trimethylaluminum; diisobutylaluminium hydride; sodium hydrogencarbonate; sodium fluoride; triethylamine; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; N,N-dimethyl-formamide; toluene;

DOI:10.1021/jo00221a012

upstream raw materials:

phenyl chloroformate

(1R,2R,4S)-2-Benzylamino-4-((E)-1-triisopropylsilanyloxymethyl-propenyl)-cyclopentanol

triisopropylsilyl chloride

ethyl 2-(3-cyclopentenyl)-2(E)-butenoate

Downstream raw materials:

(E,3aR^*,5S^*,6aS^*)-3-(phenylmethyl)-2-oxo-3,3a,4,5,6,6a-hexahydro-5-<1-<<(triisopropylsilyl)oxy>methyl>propenyl>-6a-<2-(trimethylacetamido)benzoyl>-2H-cyclopentoxazole

(E,3aR^*,5S^*,6aR^*)-3-(phenylmethyl)-2-oxo-3,3a,4,5,6,6a-hexahydro-5-<1-<<(triisopropylsilyl)oxy>methyl>propenyl>-6a-<1-<2-(trimethylacetamido)phenyl>ethenyl>-2H-cyclopentoxazole

(E,3aR^*,5S^*,6aR^*,11bS^*)-5-<1-<<(tert-butyldimethylsilyl)oxy>methyl>propenyl>-7-(methoxycarbonyl)-3-(phenylmethyl)-2,3,3a,4,5,6,6a,7-octahydro-1H-pyrrolo<2,3-d>carbazole

(E,3aR^*,5R^*,6aS^*)-6a-<(2-aminophenyl)ethenyl>-3-(phenylmethyl)-5-<1-<<(tert-butyldimethylsilyl)oxy>methyl>propenyl>-3,3a,4,5,6,6a-hexahydro-2H-cyclopentoxazole

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