methyl 2,3''-anhydro-4,6-O-benzylidene-3-C-[(Z)-(hydroxymethyl)methylene]-α-D-ribo-hexopyranoside

Base Information

Chemical Name:methyl 2,3''-anhydro-4,6-O-benzylidene-3-C-[(Z)-(hydroxymethyl)methylene]-α-D-ribo-hexopyranoside
CAS No.:488820-54-8
Molecular Formula:C₁₆H₁₈O₅
Molecular Weight:290.316
Hs Code.:

Synonyms:methyl 2,3''-anhydro-4,6-O-benzylidene-3-C-[(Z)-(hydroxymethyl)methylene]-α-D-ribo-hexopyranoside

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Chemical Property of methyl 2,3''-anhydro-4,6-O-benzylidene-3-C-[(Z)-(hydroxymethyl)methylene]-α-D-ribo-hexopyranoside

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Technology Process of methyl 2,3''-anhydro-4,6-O-benzylidene-3-C-[(Z)-(hydroxymethyl)methylene]-α-D-ribo-hexopyranoside

There total 4 articles about methyl 2,3''-anhydro-4,6-O-benzylidene-3-C-[(Z)-(hydroxymethyl)methylene]-α-D-ribo-hexopyranoside 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: 88.0%

: 488820-53-7
methyl 4,6-O-benzylidene-3-C-[(Z)-(hydroxymethyl)methylene]-α-D-ribo-hexopyranoside

: 488820-54-8
methyl 2,3''-anhydro-4,6-O-benzylidene-3-C-[(Z)-(hydroxymethyl)methylene]-α-D-ribo-hexopyranoside

Guidance literature:: With 4 A molecular sieve; triphenylphosphine; diethylazodicarboxylate; In chloroform; at 5 ℃; for 6.5h;
DOI:10.1081/CAR-120013489

Reference yield: 24.0%

: 1199796-79-6
C₁₇H₂₁NO₈S

: 488820-54-8
methyl 2,3''-anhydro-4,6-O-benzylidene-3-C-[(Z)-(hydroxymethyl)methylene]-α-D-ribo-hexopyranoside

Guidance literature:: With trimethylsilylazide; di(n-butyl)tin oxide; In toluene; at 100 ℃; Inert atmosphere;
DOI:10.1016/j.tet.2009.08.080

Reference yield:

: 68366-59-6
(2R,4aR,6S,7R,8aR)-6-methoxy-8-oxo-2-phenyl-7-phenylcarbonyloxyperhydropyrano[3,2-d][1,3]dioxine

: 488820-54-8
methyl 2,3''-anhydro-4,6-O-benzylidene-3-C-[(Z)-(hydroxymethyl)methylene]-α-D-ribo-hexopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1.1: CHCl₃ / 5.5 h / Heating

1.2: 100 percent / I₂ / CH₂Cl₂ / 24 h / 20 °C

2.1: 90 percent / LiAlH₄ / tetrahydrofuran / 3 h / 0 - 20 °C

3.1: 88 percent / diethyl azodicarboxylate; PPh₃; 4 Angstroem molecular sieves / CHCl₃ / 6.5 h / 5 °C

With lithium aluminium tetrahydride; 4 A molecular sieve; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; chloroform; 1.1: Wittig reaction;
DOI:10.1081/CAR-120013489