(2S,3S,6S)-6-((R)-2-Benzyloxy-1-methyl-ethyl)-2-((E)-(S)-1,3-dimethyl-penta-1,4-dienyl)-3-methyl-tetrahydro-pyran

Base Information

Chemical Name:(2S,3S,6S)-6-((R)-2-Benzyloxy-1-methyl-ethyl)-2-((E)-(S)-1,3-dimethyl-penta-1,4-dienyl)-3-methyl-tetrahydro-pyran
CAS No.:148338-56-1
Molecular Formula:C₂₃H₃₄O₂
Molecular Weight:342.522
Hs Code.:

Synonyms:

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Chemical Property of (2S,3S,6S)-6-((R)-2-Benzyloxy-1-methyl-ethyl)-2-((E)-(S)-1,3-dimethyl-penta-1,4-dienyl)-3-methyl-tetrahydro-pyran

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Technology Process of (2S,3S,6S)-6-((R)-2-Benzyloxy-1-methyl-ethyl)-2-((E)-(S)-1,3-dimethyl-penta-1,4-dienyl)-3-methyl-tetrahydro-pyran

There total 14 articles about (2S,3S,6S)-6-((R)-2-Benzyloxy-1-methyl-ethyl)-2-((E)-(S)-1,3-dimethyl-penta-1,4-dienyl)-3-methyl-tetrahydro-pyran 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:

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

: 148338-56-1
(2S,3S,6S)-6-((R)-2-Benzyloxy-1-methyl-ethyl)-2-((E)-(S)-1,3-dimethyl-penta-1,4-dienyl)-3-methyl-tetrahydro-pyran

Guidance literature:: Multi-step reaction with 12 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

10: 1) CF₃CO₂H, H₂O, 2) LiAlH₄ / 1) THF, 2) THF

11: NaIO₄ / acetone; H₂O

12: tetrahydrofuran

With sodium periodate; lithium aluminium tetrahydride; n-butyllithium; N-methyl-2-indolinone; tetrapropylammonium perruthennate; camphor-10-sulfonic acid; water; hydrogen; potassium hydride; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; 1,2-dimethoxyethane; dichloromethane; water; ethyl acetate; acetone;
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

: 148338-56-1
(2S,3S,6S)-6-((R)-2-Benzyloxy-1-methyl-ethyl)-2-((E)-(S)-1,3-dimethyl-penta-1,4-dienyl)-3-methyl-tetrahydro-pyran

Guidance literature:: Multi-step reaction with 13 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

11: 1) CF₃CO₂H, H₂O, 2) LiAlH₄ / 1) THF, 2) THF

12: NaIO₄ / acetone; H₂O

13: tetrahydrofuran

With sodium periodate; lithium aluminium tetrahydride; n-butyllithium; N-methyl-2-indolinone; tetrapropylammonium perruthennate; camphor-10-sulfonic acid; water; hydrogen; potassium hydride; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; 1,2-dimethoxyethane; dichloromethane; water; ethyl acetate; acetone;
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-enoic acid methyl ester

: 148338-56-1
(2S,3S,6S)-6-((R)-2-Benzyloxy-1-methyl-ethyl)-2-((E)-(S)-1,3-dimethyl-penta-1,4-dienyl)-3-methyl-tetrahydro-pyran

Guidance literature:: Multi-step reaction with 14 steps

1: LiAlH₄ / tetrahydrofuran / 0 - 25 °C

3: H₂ / Pd/C / ethyl acetate

4: CSA / CH₂Cl₂

5: TPAP, NMO / CH₂Cl₂

6: tetrahydrofuran

7: TPAP, NMO / CH₂Cl₂

8: tetrahydrofuran / -78 °C

9: 87 percent / LiAlH₄ / tetrahydrofuran

10: KH / 1,2-dimethoxy-ethane

11: n-BuLi / tetrahydrofuran / -78 °C

12: 1) CF₃CO₂H, H₂O, 2) LiAlH₄ / 1) THF, 2) THF

13: NaIO₄ / acetone; H₂O

14: tetrahydrofuran

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