(2S,3R,6S)-6-[(1S,4S)-1-Benzyloxy-4-methoxymethoxy-4-((S)-5-methoxy-tetrahydro-furan-2-yl)-butyl]-2-((Z)-dec-2-enyl)-3-methoxymethoxy-tetrahydro-pyran

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Chemical Name:(2S,3R,6S)-6-[(1S,4S)-1-Benzyloxy-4-methoxymethoxy-4-((S)-5-methoxy-tetrahydro-furan-2-yl)-butyl]-2-((Z)-dec-2-enyl)-3-methoxymethoxy-tetrahydro-pyran
CAS No.:500594-15-0
Molecular Formula:C₃₅H₅₈O₈
Molecular Weight:606.841
Hs Code.:

Synonyms:(2S,3R,6S)-6-[(1S,4S)-1-Benzyloxy-4-methoxymethoxy-4-((S)-5-methoxy-tetrahydro-furan-2-yl)-butyl]-2-((Z)-dec-2-enyl)-3-methoxymethoxy-tetrahydro-pyran

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Chemical Property of (2S,3R,6S)-6-[(1S,4S)-1-Benzyloxy-4-methoxymethoxy-4-((S)-5-methoxy-tetrahydro-furan-2-yl)-butyl]-2-((Z)-dec-2-enyl)-3-methoxymethoxy-tetrahydro-pyran

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Technology Process of (2S,3R,6S)-6-[(1S,4S)-1-Benzyloxy-4-methoxymethoxy-4-((S)-5-methoxy-tetrahydro-furan-2-yl)-butyl]-2-((Z)-dec-2-enyl)-3-methoxymethoxy-tetrahydro-pyran

There total 13 articles about (2S,3R,6S)-6-[(1S,4S)-1-Benzyloxy-4-methoxymethoxy-4-((S)-5-methoxy-tetrahydro-furan-2-yl)-butyl]-2-((Z)-dec-2-enyl)-3-methoxymethoxy-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:

: 42036-78-2
n-octyltriphenylphosphoniumbromide

: {(2S,3R,6S)-6-[(1S,4S)-1-Benzyloxy-4-methoxymethoxy-4-((S)-5-methoxy-tetrahydro-furan-2-yl)-butyl]-3-methoxymethoxy-tetrahydro-pyran-2-yl}-acetaldehyde

: 500594-15-0
(2S,3R,6S)-6-[(1S,4S)-1-Benzyloxy-4-methoxymethoxy-4-((S)-5-methoxy-tetrahydro-furan-2-yl)-butyl]-2-((Z)-dec-2-enyl)-3-methoxymethoxy-tetrahydro-pyran

Guidance literature:: With n-butyllithium; In tetrahydrofuran; at -15 ℃; for 1h;
DOI:10.1002/anie.200290038

Reference yield:

: 63284-80-0
1,1,12,12-tetramethoxy-dodeca-4t,8t-diene

: 500594-15-0
(2S,3R,6S)-6-[(1S,4S)-1-Benzyloxy-4-methoxymethoxy-4-((S)-5-methoxy-tetrahydro-furan-2-yl)-butyl]-2-((Z)-dec-2-enyl)-3-methoxymethoxy-tetrahydro-pyran

Guidance literature:: Multi-step reaction with 12 steps

1: AD-mix-α; MeSO2NH2; H2O / 2-methyl-propan-2-ol / 24 h / 0 °C

2: 10-camphorsulfonic acid / methanol / 3 h / -5 °C

3: 93 percent / NaH / tetrahydrofuran / 16 h / -15 - 20 °C

4: Zn(OTf)2 / 1,2-dichloro-ethane / 2 h / 50 °C

5: 10-camphorsulfonic acid / CH₂Cl₂ / 1 h / 20 °C

6: N-methylmorpholine / CH₂Cl₂ / 5 h / 20 °C

7: MeI; aq. NaHCO₃ / acetonitrile / 35 h / 20 °C

8: 87 percent / SmI₂ / methanol; tetrahydrofuran / 0.25 h / -5 °C

9: 93 percent / 10-camphorsulfonic acid / methanol / 30 h / 0 °C

10: 91 percent / i-Pr₂NEt / 1,2-dichloro-ethane / 8 h / 0 - 40 °C

11: DIBAH / CH₂Cl₂ / 1 h / -78 °C

12: n-BuLi / tetrahydrofuran / 1 h / -15 °C

With 4-methyl-morpholine; AD-mix-α; n-butyllithium; samarium diiodide; methanesulfonamide; (1S)-10-camphorsulfonic acid; water; zinc trifluoromethanesulfonate; sodium hydride; diisobutylaluminium hydride; sodium hydrogencarbonate; N-ethyl-N,N-diisopropylamine; methyl iodide; In tetrahydrofuran; methanol; dichloromethane; 1,2-dichloro-ethane; acetonitrile; tert-butyl alcohol; 1: Sharpless dihydroxylation / 6: hetero-Michael addition / 12: Wittig reaction;
DOI:10.1002/anie.200290038

Reference yield:

: 60391-93-7
(4E,8E)-dodeca-4,8-dienedial

: 500594-15-0
(2S,3R,6S)-6-[(1S,4S)-1-Benzyloxy-4-methoxymethoxy-4-((S)-5-methoxy-tetrahydro-furan-2-yl)-butyl]-2-((Z)-dec-2-enyl)-3-methoxymethoxy-tetrahydro-pyran

Guidance literature:: Multi-step reaction with 13 steps

1: 99 percent / 10-camphorsulfonic acid / methanol / 1 h / 20 °C

2: AD-mix-α; MeSO2NH2; H2O / 2-methyl-propan-2-ol / 24 h / 0 °C

3: 10-camphorsulfonic acid / methanol / 3 h / -5 °C

4: 93 percent / NaH / tetrahydrofuran / 16 h / -15 - 20 °C

5: Zn(OTf)2 / 1,2-dichloro-ethane / 2 h / 50 °C

6: 10-camphorsulfonic acid / CH₂Cl₂ / 1 h / 20 °C

7: N-methylmorpholine / CH₂Cl₂ / 5 h / 20 °C

8: MeI; aq. NaHCO₃ / acetonitrile / 35 h / 20 °C

9: 87 percent / SmI₂ / methanol; tetrahydrofuran / 0.25 h / -5 °C

10: 93 percent / 10-camphorsulfonic acid / methanol / 30 h / 0 °C

11: 91 percent / i-Pr₂NEt / 1,2-dichloro-ethane / 8 h / 0 - 40 °C

12: DIBAH / CH₂Cl₂ / 1 h / -78 °C

13: n-BuLi / tetrahydrofuran / 1 h / -15 °C

With 4-methyl-morpholine; AD-mix-α; n-butyllithium; samarium diiodide; methanesulfonamide; (1S)-10-camphorsulfonic acid; water; zinc trifluoromethanesulfonate; sodium hydride; diisobutylaluminium hydride; sodium hydrogencarbonate; N-ethyl-N,N-diisopropylamine; methyl iodide; In tetrahydrofuran; methanol; dichloromethane; 1,2-dichloro-ethane; acetonitrile; tert-butyl alcohol; 2: Sharpless dihydroxylation / 7: hetero-Michael addition / 13: Wittig reaction;
DOI:10.1002/anie.200290038