(1S,3R,4S,5R,6R,7R)-6,7-bis-benzoyloxy-3,4,5-tris-benzyloxymethyl-4-hydroxy-1-methyl-2,8-dioxadicyclo[3.2.1]octane

Base Information

Chemical Name:(1S,3R,4S,5R,6R,7R)-6,7-bis-benzoyloxy-3,4,5-tris-benzyloxymethyl-4-hydroxy-1-methyl-2,8-dioxadicyclo[3.2.1]octane
CAS No.:306281-57-2
Molecular Formula:C₄₅H₄₄O₁₀
Molecular Weight:744.838
Hs Code.:

Synonyms:(1S,3R,4S,5R,6R,7R)-6,7-bis-benzoyloxy-3,4,5-tris-benzyloxymethyl-4-hydroxy-1-methyl-2,8-dioxadicyclo[3.2.1]octane

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Chemical Property of (1S,3R,4S,5R,6R,7R)-6,7-bis-benzoyloxy-3,4,5-tris-benzyloxymethyl-4-hydroxy-1-methyl-2,8-dioxadicyclo[3.2.1]octane

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Technology Process of (1S,3R,4S,5R,6R,7R)-6,7-bis-benzoyloxy-3,4,5-tris-benzyloxymethyl-4-hydroxy-1-methyl-2,8-dioxadicyclo[3.2.1]octane

There total 1 articles about (1S,3R,4S,5R,6R,7R)-6,7-bis-benzoyloxy-3,4,5-tris-benzyloxymethyl-4-hydroxy-1-methyl-2,8-dioxadicyclo[3.2.1]octane 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: 100.0%

: 98-88-4
benzoyl chloride

: 172790-43-1
(1S,3R,4S,5R,6R,7R)-4,6,7-trihydroxy-3,4,5-tri-(benzyloxymethyl)-1-methyl-2,8-dioxabicyclo[3.2.1]octane

: 306281-57-2
(1S,3R,4S,5R,6R,7R)-6,7-bis-benzoyloxy-3,4,5-tris-benzyloxymethyl-4-hydroxy-1-methyl-2,8-dioxadicyclo[3.2.1]octane

Guidance literature:: With pyridine; dmap; at 20 - 50 ℃; for 8.75h;
DOI:10.1021/jo000700m

Reference yield: 68.0%

: 306281-57-2
(1S,3R,4S,5R,6R,7R)-6,7-bis-benzoyloxy-3,4,5-tris-benzyloxymethyl-4-hydroxy-1-methyl-2,8-dioxadicyclo[3.2.1]octane

: 306281-58-3
(1S,3R,4S,5R,6R,7R)-6,7-bis-benzoyloxy-4-hydroxy-1-methyl-3,4,5-trihydroxymethyl-2,8-dioxabicyclo[3.2.1]octane

Guidance literature:: With hydrogenchloride; hydrogen; palladium on activated charcoal; In ethyl acetate; for 21h;
DOI:10.1021/jo000700m

Reference yield:

: 306281-57-2
(1S,3R,4S,5R,6R,7R)-6,7-bis-benzoyloxy-3,4,5-tris-benzyloxymethyl-4-hydroxy-1-methyl-2,8-dioxadicyclo[3.2.1]octane

: 306281-59-4
C₂₄H₂₀O₁₀

Guidance literature:: Multi-step reaction with 2 steps

1: 68 percent / H₂; aq.HCl / Pd/C / ethyl acetate / 21 h

2: (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 °C

With hydrogenchloride; oxalyl dichloride; hydrogen; dimethyl sulfoxide; triethylamine; palladium on activated charcoal; In dichloromethane; ethyl acetate; 1: Catalytic hydrogenation / 2: Swern oxidation;
DOI:10.1021/jo000700m