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

Base Information

Chemical Name:methyl 4,6-O-benzylidene-3-C-[(Z)-(hydroxymethyl)methylene]-α-D-ribo-hexopyranoside
CAS No.:488820-53-7
Molecular Formula:C₁₆H₂₀O₆
Molecular Weight:308.331
Hs Code.:

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

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

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

There total 2 articles about methyl 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: 90.0%

: 268746-27-6
ethyl [(3Z)-(methyl 2-O-benzoyl-(R)-4,6-O-benzylidene-3-deoxy-α-D-ribohexopyranosid-3-ylidene)]acetate

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

Guidance literature:: With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 - 20 ℃; for 3h;
DOI:10.1081/CAR-120013489

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 2 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

With lithium aluminium tetrahydride; In tetrahydrofuran; chloroform; 1.1: Wittig reaction;
DOI:10.1081/CAR-120013489

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