(2R,3S,4R,5S,6S)-3,4-Bis-benzyloxy-2-benzyloxymethyl-5-[2-((1R,2S,3R)-2,3-bis-benzyloxy-1-benzyloxymethyl-pent-4-enyloxy)-allyl]-6-methoxy-tetrahydro-pyran

Base Information

Chemical Name:(2R,3S,4R,5S,6S)-3,4-Bis-benzyloxy-2-benzyloxymethyl-5-[2-((1R,2S,3R)-2,3-bis-benzyloxy-1-benzyloxymethyl-pent-4-enyloxy)-allyl]-6-methoxy-tetrahydro-pyran
CAS No.:365418-21-9
Molecular Formula:C₅₈H₆₄O₉
Molecular Weight:905.141
Hs Code.:

(2R,3S,4R,5S,6S)-3,4-Bis-benzyloxy-2-benzyloxymethyl-5-[2-((1R,2S,3R)-2,3-bis-benzyloxy-1-benzyloxymethyl-pent-4-enyloxy)-allyl]-6-methoxy-tetrahydro-pyran

Synonyms:(2R,3S,4R,5S,6S)-3,4-Bis-benzyloxy-2-benzyloxymethyl-5-[2-((1R,2S,3R)-2,3-bis-benzyloxy-1-benzyloxymethyl-pent-4-enyloxy)-allyl]-6-methoxy-tetrahydro-pyran

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Chemical Property of (2R,3S,4R,5S,6S)-3,4-Bis-benzyloxy-2-benzyloxymethyl-5-[2-((1R,2S,3R)-2,3-bis-benzyloxy-1-benzyloxymethyl-pent-4-enyloxy)-allyl]-6-methoxy-tetrahydro-pyran

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Technology Process of (2R,3S,4R,5S,6S)-3,4-Bis-benzyloxy-2-benzyloxymethyl-5-[2-((1R,2S,3R)-2,3-bis-benzyloxy-1-benzyloxymethyl-pent-4-enyloxy)-allyl]-6-methoxy-tetrahydro-pyran

There total 10 articles about (2R,3S,4R,5S,6S)-3,4-Bis-benzyloxy-2-benzyloxymethyl-5-[2-((1R,2S,3R)-2,3-bis-benzyloxy-1-benzyloxymethyl-pent-4-enyloxy)-allyl]-6-methoxy-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: 50.0%

: 365418-20-8
((2S,3S,4R,5S,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-methoxy-tetrahydro-pyran-3-yl)-acetic acid (1R,2S,3R)-2,3-bis-benzyloxy-1-benzyloxymethyl-pent-4-enyl ester

: 74-95-3
1,1-dibromomethane

: 365418-21-9
(2R,3S,4R,5S,6S)-3,4-Bis-benzyloxy-2-benzyloxymethyl-5-[2-((1R,2S,3R)-2,3-bis-benzyloxy-1-benzyloxymethyl-pent-4-enyloxy)-allyl]-6-methoxy-tetrahydro-pyran

Guidance literature:: With N,N,N,N,-tetramethylethylenediamine; titanium tetrachloride; zinc; lead(II) chloride; In tetrahydrofuran; dichloromethane; at 60 ℃; for 1h;
DOI:10.1021/ja010641+ DOI:10.1021/jo030039x

Reference yield:

: 20701-50-2
α,D-methyl-3,4,6-tri-O-acetyl-2-deoxy-2β-iodoglucopyranoside

: 365418-21-9
(2R,3S,4R,5S,6S)-3,4-Bis-benzyloxy-2-benzyloxymethyl-5-[2-((1R,2S,3R)-2,3-bis-benzyloxy-1-benzyloxymethyl-pent-4-enyloxy)-allyl]-6-methoxy-tetrahydro-pyran

Guidance literature:: Multi-step reaction with 6 steps

1.1: 64 percent / AIBN / toluene / 1.5 h / Heating

2.1: NaH / methanol / 2 h / 20 °C

2.2: 92 percent / NaH / dimethylformamide / 12 h / 23 °C

3.1: O₃ / CH₂Cl₂ / -78 °C

3.2: 1.67 g / Zn; glacial acetic acid / -78 - 20 °C

4.1: 95 percent / 2-methyl-2-butene; NaH₂PO₄; NaClO₂ / 2-methyl-propan-2-ol; H₂O / 1 h / 20 °C

5.1: 88 percent / 4-DMAP; DCC / CH₂Cl₂ / 18 h / 20 °C

6.1: 50 percent / TiCl₄; Zn; TMEDA / PbCl₂ / CH₂Cl₂; tetrahydrofuran / 1 h / 60 °C

With dmap; sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; 2,2'-azobis(isobutyronitrile); N,N,N,N,-tetramethylethylenediamine; titanium tetrachloride; sodium hydride; ozone; dicyclohexyl-carbodiimide; zinc; lead(II) chloride; In tetrahydrofuran; methanol; dichloromethane; water; toluene; tert-butyl alcohol;
DOI:10.1021/jo030039x

Reference yield:

: 102208-53-7
(3R,4R,5R)-5-hydroxy-3,4,6-tribenzyloxy-1-hexene

: 365418-21-9
(2R,3S,4R,5S,6S)-3,4-Bis-benzyloxy-2-benzyloxymethyl-5-[2-((1R,2S,3R)-2,3-bis-benzyloxy-1-benzyloxymethyl-pent-4-enyloxy)-allyl]-6-methoxy-tetrahydro-pyran

Guidance literature:: Multi-step reaction with 2 steps

1: 88 percent / 4-DMAP; DCC / CH₂Cl₂ / 18 h / 20 °C

2: 50 percent / TiCl₄; Zn; TMEDA / PbCl₂ / CH₂Cl₂; tetrahydrofuran / 1 h / 60 °C

With dmap; N,N,N,N,-tetramethylethylenediamine; titanium tetrachloride; dicyclohexyl-carbodiimide; zinc; lead(II) chloride; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo030039x