(R)-5-[(S)-3,3-Dibromo-1-(4-methoxy-benzyloxy)-allyl]-non-1-en-5-ol

Base Information

Chemical Name:(R)-5-[(S)-3,3-Dibromo-1-(4-methoxy-benzyloxy)-allyl]-non-1-en-5-ol
CAS No.:259656-75-2
Molecular Formula:C₂₀H₂₈Br₂O₃
Molecular Weight:476.249
Hs Code.:

Synonyms:(R)-5-[(S)-3,3-Dibromo-1-(4-methoxy-benzyloxy)-allyl]-non-1-en-5-ol

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (R)-5-[(S)-3,3-Dibromo-1-(4-methoxy-benzyloxy)-allyl]-non-1-en-5-ol

Chemical Property:

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Technology Process of (R)-5-[(S)-3,3-Dibromo-1-(4-methoxy-benzyloxy)-allyl]-non-1-en-5-ol

There total 9 articles about (R)-5-[(S)-3,3-Dibromo-1-(4-methoxy-benzyloxy)-allyl]-non-1-en-5-ol 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:

: 558-13-4
carbon tetrabromide

: (2R,3R)-3-Butyl-3-hydroxy-2-(4-methoxy-benzyloxy)-hept-6-enal

: 259656-75-2
(R)-5-[(S)-3,3-Dibromo-1-(4-methoxy-benzyloxy)-allyl]-non-1-en-5-ol

Guidance literature:: With N,N,N,N,N,N-hexamethylphosphoric triamide; In tetrahydrofuran; at -30 ℃; for 1h;
DOI:10.1021/ol991290v

Reference yield:

: 824-94-2
p-methoxybenzyl chloride

: 259656-75-2
(R)-5-[(S)-3,3-Dibromo-1-(4-methoxy-benzyloxy)-allyl]-non-1-en-5-ol

Guidance literature:: Multi-step reaction with 8 steps

1.1: 90 percent / NaH / tetrahydrofuran / 3 h / 0 °C

2.1: 86 percent / Amberlyst 15; H₂O / methanol; tetrahydrofuran / 3 h / 50 °C

3.1: 95 percent / imiodazole / CH₂Cl₂ / 1 h / 0 °C

4.1: 90 percent / oxalyl chloride; dimethylsulfoxide; Et₃N / CH₂Cl₂ / -78 - 25 °C

5.1: Li; sand / diethyl ether / -40 °C

5.2: tetrahydrofuran / 4 h / -78 °C

6.1: 97 percent / TBAF*THF / tetrahydrofuran / 15 h / 25 °C

7.1: SO₃*pyr; Et₃N; DMSO / CH₂Cl₂ / 2 h / 0 °C

8.1: HMPT / tetrahydrofuran / 1 h / -30 °C

With 1H-imidazole; N,N,N,N,N,N-hexamethylphosphoric triamide; Amberlyst 15; oxalyl dichloride; pyridine-SO₃ complex; tetrabutyl ammonium fluoride; water; lithium; sodium hydride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; 1.1: Etherification / 2.1: Hydrolysis / 3.1: Condensation / 4.1: Oxidation / 5.1: Metallation / 5.2: Alkylation / 6.1: Substitution / 7.1: Oxidation / 8.1: Condensation;
DOI:10.1021/ol991290v

Reference yield:

: 259656-67-2
(2S,3R)-2-(4-Methoxy-benzyloxy)-heptane-1,3-diol

: 259656-75-2
(R)-5-[(S)-3,3-Dibromo-1-(4-methoxy-benzyloxy)-allyl]-non-1-en-5-ol

Guidance literature:: Multi-step reaction with 6 steps

1.1: 95 percent / imiodazole / CH₂Cl₂ / 1 h / 0 °C

2.1: 90 percent / oxalyl chloride; dimethylsulfoxide; Et₃N / CH₂Cl₂ / -78 - 25 °C

3.1: Li; sand / diethyl ether / -40 °C

3.2: tetrahydrofuran / 4 h / -78 °C

4.1: 97 percent / TBAF*THF / tetrahydrofuran / 15 h / 25 °C

5.1: SO₃*pyr; Et₃N; DMSO / CH₂Cl₂ / 2 h / 0 °C

6.1: HMPT / tetrahydrofuran / 1 h / -30 °C

With 1H-imidazole; N,N,N,N,N,N-hexamethylphosphoric triamide; oxalyl dichloride; pyridine-SO₃ complex; tetrabutyl ammonium fluoride; lithium; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; diethyl ether; dichloromethane; 1.1: Condensation / 2.1: Oxidation / 3.1: Metallation / 3.2: Alkylation / 4.1: Substitution / 5.1: Oxidation / 6.1: Condensation;
DOI:10.1021/ol991290v