4-Penten-2-ol, 1-(phenylmethoxy)-3-[(phenylmethoxy)methyl]-, (2S,3S)-

Base Information

Chemical Name:4-Penten-2-ol, 1-(phenylmethoxy)-3-[(phenylmethoxy)methyl]-, (2S,3S)-
CAS No.:192863-92-6
Molecular Formula:C20H24O3
Molecular Weight:312.409
Hs Code.:
Mol file:192863-92-6.mol

Synonyms:

Suppliers and Price of 4-Penten-2-ol, 1-(phenylmethoxy)-3-[(phenylmethoxy)methyl]-, (2S,3S)-

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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 4-Penten-2-ol, 1-(phenylmethoxy)-3-[(phenylmethoxy)methyl]-, (2S,3S)-

Chemical Property:

Purity/Quality:

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Technology Process of 4-Penten-2-ol, 1-(phenylmethoxy)-3-[(phenylmethoxy)methyl]-, (2S,3S)-

There total 1 articles about 4-Penten-2-ol, 1-(phenylmethoxy)-3-[(phenylmethoxy)methyl]-, (2S,3S)- 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: 94.0%

: 1826-67-1
vinyl magnesium bromide

: 80183-15-9
(2R,3R)-1,4-bis(benzyloxy)-2,3-epoxy butane

: 192863-92-6
(2S,3S)-1-Benzyloxy-3-benzyloxymethyl-pent-4-en-2-ol

Guidance literature:: With copper(l) iodide; In diethyl ether;
DOI:10.1016/S0040-4039(00)00239-2

Reference yield:

: 192863-92-6
(2S,3S)-1-Benzyloxy-3-benzyloxymethyl-pent-4-en-2-ol

: 247587-57-1
(4R,5S)-4-tert-butyldimethylsilyloxymethyl-5-tert-butyldimethylsilyloxycyclohex-2-en-1-one

Guidance literature:: Multi-step reaction with 9 steps

1.1: 88 percent / Li; NH₃ / tetrahydrofuran

2.1: MeC(OMe)3 / PPTS / CH₂Cl₂

2.2: CH₃COBr / CH₂Cl₂

2.3: K₂CO₃ / methanol

3.1: imidazole / dimethylformamide

4.1: tetrahydrofuran

5.1: imidazole / dimethylformamide

6.1: DIBAL-H / hexane

7.1: NaClO₂; NaH₂PO₄*2H₂O; 2-methyl-2-butene / H₂O; 2-methyl-propan-2-ol

8.1: K₂CO₃ / acetone

9.1: Ti(O-i-Pr)4; i-PrMgCl / diethyl ether

9.2: FeCl₃; pyr / dimethylformamide

9.3: 72 percent / AcONa / methanol

With 1H-imidazole; titanium(IV) isopropylate; Trimethyl orthoacetate; sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; ammonia; isopropylmagnesium chloride; lithium; diisobutylaluminium hydride; potassium carbonate; pyridinium p-toluenesulfonate; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; water; N,N-dimethyl-formamide; acetone; tert-butyl alcohol; 1.1: Birch reduction / 2.1: Protection / 2.2: Acetyl-bromination / 2.3: unknown / 3.1: Silylation / 4.1: Ring cleavage / 5.1: Silylation / 6.1: Oxidation / 7.1: Oxidation / 8.1: Esterification / 9.1: Intramolecular acyl substitution / 9.2: Ring enlargement / 9.3: Methanolysis;
DOI:10.1016/S0040-4039(00)00239-2

Reference yield:

: 192863-92-6
(2S,3S)-1-Benzyloxy-3-benzyloxymethyl-pent-4-en-2-ol

: (4S,5R)-4-Hydroxymethyl-5-methyl-cyclohex-2-enone

Guidance literature:: Multi-step reaction with 11 steps

1.1: 88 percent / Li; NH₃ / tetrahydrofuran

2.1: MeC(OMe)3 / PPTS / CH₂Cl₂

2.2: CH₃COBr / CH₂Cl₂

2.3: K₂CO₃ / methanol

3.1: imidazole / dimethylformamide

4.1: tetrahydrofuran

5.1: imidazole / dimethylformamide

6.1: DIBAL-H / hexane

7.1: NaClO₂; NaH₂PO₄*2H₂O; 2-methyl-2-butene / H₂O; 2-methyl-propan-2-ol

8.1: K₂CO₃ / acetone

9.1: Ti(O-i-Pr)4; i-PrMgCl / diethyl ether

9.2: FeCl₃; pyr / dimethylformamide

9.3: 72 percent / AcONa / methanol

10.1: 88 percent

11.1: TBAF

With 1H-imidazole; titanium(IV) isopropylate; Trimethyl orthoacetate; sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; tetrabutyl ammonium fluoride; ammonia; isopropylmagnesium chloride; lithium; diisobutylaluminium hydride; potassium carbonate; pyridinium p-toluenesulfonate; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; water; N,N-dimethyl-formamide; acetone; tert-butyl alcohol; 1.1: Birch reduction / 2.1: Protection / 2.2: Acetyl-bromination / 2.3: unknown / 3.1: Silylation / 4.1: Ring cleavage / 5.1: Silylation / 6.1: Oxidation / 7.1: Oxidation / 8.1: Esterification / 9.1: Intramolecular acyl substitution / 9.2: Ring enlargement / 9.3: Methanolysis / 10.1: Addition / 11.1: Elimination;
DOI:10.1016/S0040-4039(00)00239-2