(E)-(1S,2R)-4-[(2S,3S,6S)-6-((R)-2-Benzyloxy-1-methyl-ethyl)-3-methyl-tetrahydro-pyran-2-yl]-1-(4,4-dimethyl-4,5-dihydro-oxazol-2-yl)-2-methyl-pent-3-en-1-ol

Base Information

Chemical Name:(E)-(1S,2R)-4-[(2S,3S,6S)-6-((R)-2-Benzyloxy-1-methyl-ethyl)-3-methyl-tetrahydro-pyran-2-yl]-1-(4,4-dimethyl-4,5-dihydro-oxazol-2-yl)-2-methyl-pent-3-en-1-ol
CAS No.:148354-89-6
Molecular Formula:C₂₇H₄₁NO₄
Molecular Weight:443.627
Hs Code.:

(E)-(1S,2R)-4-[(2S,3S,6S)-6-((R)-2-Benzyloxy-1-methyl-ethyl)-3-methyl-tetrahydro-pyran-2-yl]-1-(4,4-dimethyl-4,5-dihydro-oxazol-2-yl)-2-methyl-pent-3-en-1-ol

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Chemical Property of (E)-(1S,2R)-4-[(2S,3S,6S)-6-((R)-2-Benzyloxy-1-methyl-ethyl)-3-methyl-tetrahydro-pyran-2-yl]-1-(4,4-dimethyl-4,5-dihydro-oxazol-2-yl)-2-methyl-pent-3-en-1-ol

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Technology Process of (E)-(1S,2R)-4-[(2S,3S,6S)-6-((R)-2-Benzyloxy-1-methyl-ethyl)-3-methyl-tetrahydro-pyran-2-yl]-1-(4,4-dimethyl-4,5-dihydro-oxazol-2-yl)-2-methyl-pent-3-en-1-ol

There total 11 articles about (E)-(1S,2R)-4-[(2S,3S,6S)-6-((R)-2-Benzyloxy-1-methyl-ethyl)-3-methyl-tetrahydro-pyran-2-yl]-1-(4,4-dimethyl-4,5-dihydro-oxazol-2-yl)-2-methyl-pent-3-en-1-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:

: 148338-52-7
2-{(E)-(R)-1-[(2S,3S,6S)-6-((R)-2-Benzyloxy-1-methyl-ethyl)-3-methyl-tetrahydro-pyran-2-yl]-1-methyl-but-2-enyloxymethyl}-4,4-dimethyl-4,5-dihydro-oxazole

: 148354-89-6
(E)-(1S,2R)-4-[(2S,3S,6S)-6-((R)-2-Benzyloxy-1-methyl-ethyl)-3-methyl-tetrahydro-pyran-2-yl]-1-(4,4-dimethyl-4,5-dihydro-oxazol-2-yl)-2-methyl-pent-3-en-1-ol

Guidance literature:: With n-butyllithium; In tetrahydrofuran; at -78 ℃; Yield given;
DOI:10.1016/S0040-4039(00)77501-0

Reference yield:

: (E)-(2R,3S,6S)-1-Benzyloxy-2-methyl-6-(R)-oxiranyl-hept-4-en-3-ol

: 148354-89-6
(E)-(1S,2R)-4-[(2S,3S,6S)-6-((R)-2-Benzyloxy-1-methyl-ethyl)-3-methyl-tetrahydro-pyran-2-yl]-1-(4,4-dimethyl-4,5-dihydro-oxazol-2-yl)-2-methyl-pent-3-en-1-ol

Guidance literature:: Multi-step reaction with 9 steps

1: H₂ / Pd/C / ethyl acetate

2: CSA / CH₂Cl₂

3: TPAP, NMO / CH₂Cl₂

4: tetrahydrofuran

5: TPAP, NMO / CH₂Cl₂

6: tetrahydrofuran / -78 °C

7: 87 percent / LiAlH₄ / tetrahydrofuran

8: KH / 1,2-dimethoxy-ethane

9: n-BuLi / tetrahydrofuran / -78 °C

With lithium aluminium tetrahydride; n-butyllithium; N-methyl-2-indolinone; tetrapropylammonium perruthennate; camphor-10-sulfonic acid; hydrogen; potassium hydride; palladium on activated charcoal; In tetrahydrofuran; 1,2-dimethoxyethane; dichloromethane; ethyl acetate;
DOI:10.1016/S0040-4039(00)77501-0

Reference yield:

: (E)-(3S,6S,7R)-8-Benzyloxy-2-(4-methoxy-benzyloxy)-6-methoxymethoxy-3,7-dimethyl-oct-4-en-1-ol

: 148354-89-6
(E)-(1S,2R)-4-[(2S,3S,6S)-6-((R)-2-Benzyloxy-1-methyl-ethyl)-3-methyl-tetrahydro-pyran-2-yl]-1-(4,4-dimethyl-4,5-dihydro-oxazol-2-yl)-2-methyl-pent-3-en-1-ol

Guidance literature:: Multi-step reaction with 10 steps

2: H₂ / Pd/C / ethyl acetate

3: CSA / CH₂Cl₂

4: TPAP, NMO / CH₂Cl₂

5: tetrahydrofuran

6: TPAP, NMO / CH₂Cl₂

7: tetrahydrofuran / -78 °C

8: 87 percent / LiAlH₄ / tetrahydrofuran

9: KH / 1,2-dimethoxy-ethane

10: n-BuLi / tetrahydrofuran / -78 °C

With lithium aluminium tetrahydride; n-butyllithium; N-methyl-2-indolinone; tetrapropylammonium perruthennate; camphor-10-sulfonic acid; hydrogen; potassium hydride; palladium on activated charcoal; In tetrahydrofuran; 1,2-dimethoxyethane; dichloromethane; ethyl acetate;
DOI:10.1016/S0040-4039(00)77501-0