4,5,7-tri-O-benzyl-1,2-didehydro-1,2,6-trideoxy-3-O-methoxymethyl-6-C-methylene-D-arabino-heptitol

Base Information

Chemical Name:4,5,7-tri-O-benzyl-1,2-didehydro-1,2,6-trideoxy-3-O-methoxymethyl-6-C-methylene-D-arabino-heptitol
CAS No.:257603-81-9
Molecular Formula:C₃₁H₃₆O₅
Molecular Weight:488.624
Hs Code.:

Synonyms:4,5,7-tri-O-benzyl-1,2-didehydro-1,2,6-trideoxy-3-O-methoxymethyl-6-C-methylene-D-arabino-heptitol

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Chemical Property of 4,5,7-tri-O-benzyl-1,2-didehydro-1,2,6-trideoxy-3-O-methoxymethyl-6-C-methylene-D-arabino-heptitol

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Technology Process of 4,5,7-tri-O-benzyl-1,2-didehydro-1,2,6-trideoxy-3-O-methoxymethyl-6-C-methylene-D-arabino-heptitol

There total 4 articles about 4,5,7-tri-O-benzyl-1,2-didehydro-1,2,6-trideoxy-3-O-methoxymethyl-6-C-methylene-D-arabino-heptitol 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: 77.0%

: 19493-09-5
Methylenetriphenylphosphorane

: 257603-80-8
1,3,4-tri-O-benzyl-6,7-didehydro-6,7-dideoxy-5-O-methoxymethyl-L-arabino-hept-2-ulose

: 257603-81-9
4,5,7-tri-O-benzyl-1,2-didehydro-1,2,6-trideoxy-3-O-methoxymethyl-6-C-methylene-D-arabino-heptitol

Guidance literature:: In tetrahydrofuran; at -78 - 20 ℃; for 3h;
DOI:10.1021/jo010827r

Reference yield: 76.0%

: 1779-49-3
Methyltriphenylphosphonium bromide

: 257603-80-8
1,3,4-tri-O-benzyl-6,7-didehydro-6,7-dideoxy-5-O-methoxymethyl-L-arabino-hept-2-ulose

: 257603-81-9
4,5,7-tri-O-benzyl-1,2-didehydro-1,2,6-trideoxy-3-O-methoxymethyl-6-C-methylene-D-arabino-heptitol

Guidance literature:: With n-butyllithium; In tetrahydrofuran; at -78 - 20 ℃;
DOI:10.1021/ol9912682

Reference yield:

: 257603-79-5
4,5,7-tri-O-benzyl-1,2-didehydro-1,2-dideoxy-3-O-methoxymethyl-D-manno-heptitol

: 257603-81-9
4,5,7-tri-O-benzyl-1,2-didehydro-1,2,6-trideoxy-3-O-methoxymethyl-6-C-methylene-D-arabino-heptitol

Guidance literature:: Multi-step reaction with 2 steps

1: 93 percent / PCC; NaOAc; 4 Angstroem molecular sieves / CH₂Cl₂ / 2 h / 20 °C

2: 77 percent / tetrahydrofuran / 3 h / -78 - 20 °C

With 4 A molecular sieve; sodium acetate; pyridinium chlorochromate; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo010827r