(E)-4-{(S)-6-[(2R,3R)-3-Benzyloxymethoxy-2-(4-methoxy-benzyloxy)-butyl]-5,6-dihydro-4H-pyran-2-yl}-4-methyl-pent-2-enethioic acid S-ethyl ester

Base Information

Chemical Name:(E)-4-{(S)-6-[(2R,3R)-3-Benzyloxymethoxy-2-(4-methoxy-benzyloxy)-butyl]-5,6-dihydro-4H-pyran-2-yl}-4-methyl-pent-2-enethioic acid S-ethyl ester
CAS No.:854931-23-0
Molecular Formula:C₃₃H₄₄O₆S
Molecular Weight:568.775
Hs Code.:

Synonyms:(E)-4-{(S)-6-[(2R,3R)-3-Benzyloxymethoxy-2-(4-methoxy-benzyloxy)-butyl]-5,6-dihydro-4H-pyran-2-yl}-4-methyl-pent-2-enethioic acid S-ethyl ester

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Chemical Property of (E)-4-{(S)-6-[(2R,3R)-3-Benzyloxymethoxy-2-(4-methoxy-benzyloxy)-butyl]-5,6-dihydro-4H-pyran-2-yl}-4-methyl-pent-2-enethioic acid S-ethyl ester

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Technology Process of (E)-4-{(S)-6-[(2R,3R)-3-Benzyloxymethoxy-2-(4-methoxy-benzyloxy)-butyl]-5,6-dihydro-4H-pyran-2-yl}-4-methyl-pent-2-enethioic acid S-ethyl ester

There total 14 articles about (E)-4-{(S)-6-[(2R,3R)-3-Benzyloxymethoxy-2-(4-methoxy-benzyloxy)-butyl]-5,6-dihydro-4H-pyran-2-yl}-4-methyl-pent-2-enethioic acid S-ethyl ester 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)-(9S,11R,12R)-12-Benzyloxymethoxy-9-hydroxy-11-(4-methoxy-benzyloxy)-4,4-dimethyl-5-oxo-tridec-2-enethioic acid S-ethyl ester

: 854931-23-0
(E)-4-{(S)-6-[(2R,3R)-3-Benzyloxymethoxy-2-(4-methoxy-benzyloxy)-butyl]-5,6-dihydro-4H-pyran-2-yl}-4-methyl-pent-2-enethioic acid S-ethyl ester

Guidance literature:: With camphor-10-sulfonic acid; In benzene; Heating;
DOI:10.1021/ol050511w

Reference yield:

: (2R,3R)-2-((benzyloxy)methoxy)hex-5-en-3-ol

: 854931-23-0
(E)-4-{(S)-6-[(2R,3R)-3-Benzyloxymethoxy-2-(4-methoxy-benzyloxy)-butyl]-5,6-dihydro-4H-pyran-2-yl}-4-methyl-pent-2-enethioic acid S-ethyl ester

Guidance literature:: Multi-step reaction with 11 steps

1: KH / tetrahydrofuran

2: O₃; NaHCO₃ / CH₂Cl₂; methanol / -78 °C

3: MgBr₂*Et₂O

4: 97 percent / imidazole / dimethylformamide

5: 92 percent / Rh(acac)2(CO)2; triarylphosphite-based ligand; H₂

6: 92 percent / indium / dimethylformamide

7: 94 percent / PCC; molecular sieves 4 Angstroem; NaOAc / CH₂Cl₂

8: O₃

9: 92 percent / NaH

10: HF*pyridine

11: camphorsulfonic acid / benzene / Heating

With 1H-imidazole; indium; Rh(acac)2(CO)2; 4 A molecular sieve; triarylphosphite-based ligand; camphor-10-sulfonic acid; hydrogen; sodium acetate; potassium hydride; sodium hydride; sodium hydrogencarbonate; pyridine hydrogenfluoride; ozone; pyridinium chlorochromate; magnesium bromide; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; benzene; 9: Horner-Emmons reaction;
DOI:10.1021/ol050511w

Reference yield:

: 1-[(R)-1-((R)-1-Benzyloxymethoxy-ethyl)-but-3-enyloxymethyl]-4-methoxy-benzene

: 854931-23-0
(E)-4-{(S)-6-[(2R,3R)-3-Benzyloxymethoxy-2-(4-methoxy-benzyloxy)-butyl]-5,6-dihydro-4H-pyran-2-yl}-4-methyl-pent-2-enethioic acid S-ethyl ester

Guidance literature:: Multi-step reaction with 10 steps

1: O₃; NaHCO₃ / CH₂Cl₂; methanol / -78 °C

2: MgBr₂*Et₂O

3: 97 percent / imidazole / dimethylformamide

4: 92 percent / Rh(acac)2(CO)2; triarylphosphite-based ligand; H₂

5: 92 percent / indium / dimethylformamide

6: 94 percent / PCC; molecular sieves 4 Angstroem; NaOAc / CH₂Cl₂

7: O₃

8: 92 percent / NaH

9: HF*pyridine

10: camphorsulfonic acid / benzene / Heating

With 1H-imidazole; indium; Rh(acac)2(CO)2; 4 A molecular sieve; triarylphosphite-based ligand; camphor-10-sulfonic acid; hydrogen; sodium acetate; sodium hydride; sodium hydrogencarbonate; pyridine hydrogenfluoride; ozone; pyridinium chlorochromate; magnesium bromide; In methanol; dichloromethane; N,N-dimethyl-formamide; benzene; 8: Horner-Emmons reaction;
DOI:10.1021/ol050511w