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

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Chemical Name:(2R,3R,4R,5R,6R)-3,4,5-Tris-benzyloxy-2-benzyloxymethyl-6-[2-((1R,2S,3R)-2,3-bis-benzyloxy-1-benzyloxymethyl-pent-4-enyloxy)-allyl]-tetrahydro-pyran
CAS No.:365418-24-2
Molecular Formula:C₆₄H₆₈O₉
Molecular Weight:981.239
Hs Code.:

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

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

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

There total 9 articles about (2R,3R,4R,5R,6R)-3,4,5-Tris-benzyloxy-2-benzyloxymethyl-6-[2-((1R,2S,3R)-2,3-bis-benzyloxy-1-benzyloxymethyl-pent-4-enyloxy)-allyl]-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: 54.0%

: 365418-23-1
((2R,3R,4R,5R,6R)-3,4,5-Tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-acetic acid (1R,2S,3R)-2,3-bis-benzyloxy-1-benzyloxymethyl-pent-4-enyl ester

: 74-95-3
1,1-dibromomethane

: 365418-24-2
(2R,3R,4R,5R,6R)-3,4,5-Tris-benzyloxy-2-benzyloxymethyl-6-[2-((1R,2S,3R)-2,3-bis-benzyloxy-1-benzyloxymethyl-pent-4-enyloxy)-allyl]-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:

: 82659-59-4
3-(2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl)propene

: 365418-24-2
(2R,3R,4R,5R,6R)-3,4,5-Tris-benzyloxy-2-benzyloxymethyl-6-[2-((1R,2S,3R)-2,3-bis-benzyloxy-1-benzyloxymethyl-pent-4-enyloxy)-allyl]-tetrahydro-pyran

Guidance literature:: Multi-step reaction with 4 steps

1: lithim periodate; lithium phosphate; OsO₄ / ethyl acetate / 20 °C / pH 7.0

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

3: 91 percent / 4-DMAP; DCC / CH₂Cl₂ / 18 h / 20 °C

4: 54 percent / TiCl₄; Zn; TMEDA / PbCl₂ / CH₂Cl₂; tetrahydrofuran / 1 h / 60 °C

With dmap; lithium phosphate; sodium chlorite; sodium dihydrogenphosphate; osmium(VIII) oxide; 2-methyl-but-2-ene; lithium metaperiodate; N,N,N,N,-tetramethylethylenediamine; titanium tetrachloride; dicyclohexyl-carbodiimide; zinc; lead(II) chloride; In tetrahydrofuran; dichloromethane; water; ethyl acetate; tert-butyl alcohol;
DOI:10.1021/jo030039x

Reference yield:

: 120520-79-8
2-(2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl)ethyl aldehyde

: 365418-24-2
(2R,3R,4R,5R,6R)-3,4,5-Tris-benzyloxy-2-benzyloxymethyl-6-[2-((1R,2S,3R)-2,3-bis-benzyloxy-1-benzyloxymethyl-pent-4-enyloxy)-allyl]-tetrahydro-pyran

Guidance literature:: Multi-step reaction with 3 steps

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

2: 91 percent / 4-DMAP; DCC / CH₂Cl₂ / 18 h / 20 °C

3: 54 percent / TiCl₄; Zn; TMEDA / PbCl₂ / CH₂Cl₂; tetrahydrofuran / 1 h / 60 °C

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