(2S,4S)-6-(2-Benzyloxy-1,1-dimethyl-ethyl)-2-((2S,3S)-2-methoxy-3-methoxymethoxy-pent-4-enyl)-3,4-dihydro-2H-pyran-4-ol

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Chemical Name:(2S,4S)-6-(2-Benzyloxy-1,1-dimethyl-ethyl)-2-((2S,3S)-2-methoxy-3-methoxymethoxy-pent-4-enyl)-3,4-dihydro-2H-pyran-4-ol
CAS No.:566927-63-7
Molecular Formula:C₂₄H₃₆O₆
Molecular Weight:420.546
Hs Code.:

Synonyms:(2S,4S)-6-(2-Benzyloxy-1,1-dimethyl-ethyl)-2-((2S,3S)-2-methoxy-3-methoxymethoxy-pent-4-enyl)-3,4-dihydro-2H-pyran-4-ol

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Chemical Property of (2S,4S)-6-(2-Benzyloxy-1,1-dimethyl-ethyl)-2-((2S,3S)-2-methoxy-3-methoxymethoxy-pent-4-enyl)-3,4-dihydro-2H-pyran-4-ol

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Technology Process of (2S,4S)-6-(2-Benzyloxy-1,1-dimethyl-ethyl)-2-((2S,3S)-2-methoxy-3-methoxymethoxy-pent-4-enyl)-3,4-dihydro-2H-pyran-4-ol

There total 11 articles about (2S,4S)-6-(2-Benzyloxy-1,1-dimethyl-ethyl)-2-((2S,3S)-2-methoxy-3-methoxymethoxy-pent-4-enyl)-3,4-dihydro-2H-pyran-4-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:

: 566927-62-6
(R)-6-(2-Benzyloxy-1,1-dimethyl-ethyl)-2-((2S,3S)-2-methoxy-3-methoxymethoxy-pent-4-enyl)-2,3-dihydro-pyran-4-one

: 566927-63-7
(2S,4S)-6-(2-Benzyloxy-1,1-dimethyl-ethyl)-2-((2S,3S)-2-methoxy-3-methoxymethoxy-pent-4-enyl)-3,4-dihydro-2H-pyran-4-ol

Guidance literature:: With sodium tetrahydroborate; cerium(III) chloride; In methanol; at -30 ℃;
DOI:10.1002/anie.200351145

Reference yield:

: 61674-96-2
4-(benzyloxy)-3,3-dimethylbutan-2-one

: 566927-63-7
(2S,4S)-6-(2-Benzyloxy-1,1-dimethyl-ethyl)-2-((2S,3S)-2-methoxy-3-methoxymethoxy-pent-4-enyl)-3,4-dihydro-2H-pyran-4-ol

Guidance literature:: Multi-step reaction with 4 steps

1.1: LDA / tetrahydrofuran / -78 °C

1.2: 94 percent / tetrahydrofuran / -78 °C

2.1: 81 percent Turnov_. / Dess-Martin periodinane / CH₂Cl₂ / -10 °C

3.1: 92 percent / PTSA / toluene / 20 °C

4.1: NaBH₄; CeCl₃*7H₂O / methanol / -30 °C

With sodium tetrahydroborate; cerium(III) chloride; Dess-Martin periodane; toluene-4-sulfonic acid; lithium diisopropyl amide; In tetrahydrofuran; methanol; dichloromethane; toluene; 2.1: Dess-Martin oxidation / 4.1: Luche reduction;
DOI:10.1002/anie.200351145

Reference yield:

: 325172-29-0
(3R)-1-[(4-methoxybenzyl)oxy]hex-5-en-3-ol

: 566927-63-7
(2S,4S)-6-(2-Benzyloxy-1,1-dimethyl-ethyl)-2-((2S,3S)-2-methoxy-3-methoxymethoxy-pent-4-enyl)-3,4-dihydro-2H-pyran-4-ol

Guidance literature:: Multi-step reaction with 10 steps

1.1: 97 percent / 2,6-lutidine / CH₂Cl₂

2.1: OsO₄; NMO; H₂O / acetone

2.2: 80 percent / Pb(OAc)4; pyridine / CH₂Cl₂

3.1: sBuLi; (+)-Ipc₂BOMe / tetrahydrofuran / -78 - 0 °C

3.2: tetrahydrofuran / -95 - 20 °C

3.3: 91 percent / 30 percent H₂O₂; NaOH / tetrahydrofuran / 16 h

4.1: 89 percent / NaH / dimethylformamide / -5 °C

5.1: 88 percent / DDQ / CH₂Cl₂; H₂O / 0 °C

6.1: 87 percent / py*SO₃; Et₃N / dimethylsulfoxide; CH₂Cl₂ / 0 °C

7.1: LDA / tetrahydrofuran / -78 °C

7.2: 94 percent / tetrahydrofuran / -78 °C

8.1: 81 percent Turnov_. / Dess-Martin periodinane / CH₂Cl₂ / -10 °C

9.1: 92 percent / PTSA / toluene / 20 °C

10.1: NaBH₄; CeCl₃*7H₂O / methanol / -30 °C

With 2,6-dimethylpyridine; sodium tetrahydroborate; osmium(VIII) oxide; N-methyl-2-indolinone; cerium(III) chloride; water; sec.-butyllithium; sulfur trioxide pyridine complex; sodium hydride; Dess-Martin periodane; toluene-4-sulfonic acid; triethylamine; (+)-B-methoxydiisocamphenylborane; 2,3-dicyano-5,6-dichloro-p-benzoquinone; lithium diisopropyl amide; In tetrahydrofuran; methanol; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; acetone; toluene; 8.1: Dess-Martin oxidation / 10.1: Luche reduction;
DOI:10.1002/anie.200351145