((2S,3S,4R,5S,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-3-hydroxy-tetrahydro-pyran-2-yl)-acetaldehyde

Base Information

Chemical Name:((2S,3S,4R,5S,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-3-hydroxy-tetrahydro-pyran-2-yl)-acetaldehyde
CAS No.:77737-64-5
Molecular Formula:C₂₉H₃₂O₆
Molecular Weight:476.569
Hs Code.:

Synonyms:((2S,3S,4R,5S,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-3-hydroxy-tetrahydro-pyran-2-yl)-acetaldehyde

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Chemical Property of ((2S,3S,4R,5S,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-3-hydroxy-tetrahydro-pyran-2-yl)-acetaldehyde

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Technology Process of ((2S,3S,4R,5S,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-3-hydroxy-tetrahydro-pyran-2-yl)-acetaldehyde

There total 4 articles about ((2S,3S,4R,5S,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-3-hydroxy-tetrahydro-pyran-2-yl)-acetaldehyde 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:

: 77737-63-4
(2S,3S,4R,5S,6R)-2-allyl-4,5-bis(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran-3-ol

: 77737-64-5
((2S,3S,4R,5S,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-3-hydroxy-tetrahydro-pyran-2-yl)-acetaldehyde

Guidance literature:: With sodium periodate; osmium(VIII) oxide; In water; tert-butyl alcohol; at 25 ℃; for 72h; Yield given;
DOI:10.1016/S0008-6215(00)84618-2

Reference yield:

: 81969-44-0
1,2-di-O-acetyl-3,4,6-tri-O-benzyl-D-galactopyranose

: 77737-64-5
((2S,3S,4R,5S,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-3-hydroxy-tetrahydro-pyran-2-yl)-acetaldehyde

Guidance literature:: Multi-step reaction with 3 steps

1: saturated hydrogen bromide / acetic acid; CH₂Cl₂ / 0.5 h / 0 °C

2: 81 percent / tetrahydrofuran

3: OsO₄, NaIO₄ / H₂O; 2-methyl-propan-2-ol / 72 h / 25 °C

With sodium periodate; osmium(VIII) oxide; hydrogen bromide; In tetrahydrofuran; dichloromethane; water; acetic acid; tert-butyl alcohol;
DOI:10.1016/S0008-6215(00)84618-2

Reference yield:

: 77790-47-7
2-O-acetyl-3,4,6-tri-O-benzyl-α-D-galactopyranosyl bromide

: 77737-64-5
((2S,3S,4R,5S,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-3-hydroxy-tetrahydro-pyran-2-yl)-acetaldehyde

Guidance literature:: Multi-step reaction with 2 steps

1: 81 percent / tetrahydrofuran

2: OsO₄, NaIO₄ / H₂O; 2-methyl-propan-2-ol / 72 h / 25 °C

With sodium periodate; osmium(VIII) oxide; In tetrahydrofuran; water; tert-butyl alcohol;
DOI:10.1016/S0008-6215(00)84618-2