(2S,3S,4R,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-cyclohexylmethoxy-tetrahydro-pyran-3-ol

Base Information

Chemical Name:(2S,3S,4R,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-cyclohexylmethoxy-tetrahydro-pyran-3-ol
CAS No.:118250-05-8
Molecular Formula:C₃₄H₄₂O₆
Molecular Weight:546.704
Hs Code.:

Synonyms:(2S,3S,4R,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-cyclohexylmethoxy-tetrahydro-pyran-3-ol

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Chemical Property of (2S,3S,4R,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-cyclohexylmethoxy-tetrahydro-pyran-3-ol

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Technology Process of (2S,3S,4R,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-cyclohexylmethoxy-tetrahydro-pyran-3-ol

There total 1 articles about (2S,3S,4R,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-cyclohexylmethoxy-tetrahydro-pyran-3-ol 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: 67.0%

: 118249-99-3
cyclohexylmethyl 2-O-acetyl-3,4,6-tri-O-benzyl-β-D-mannopyranoside

: 118250-05-8
(2S,3S,4R,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-cyclohexylmethoxy-tetrahydro-pyran-3-ol

Guidance literature:: With sodium methylate; In methanol;
DOI:10.1016/0008-6215(88)84115-6

Reference yield:

: 118250-05-8
(2S,3S,4R,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-cyclohexylmethoxy-tetrahydro-pyran-3-ol

: 118249-70-0
cyclohexylmetyl 6-O-<2-O-(2-acetamido-2-deoxy-β-D-glucopyranosyl)>-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 74 percent / silver trifluoromethanesulfonate, sym-collidine, molecular sieve (4 Angstroem) / CH₂Cl₂ / 1 h / Ambient temperature

2: 1) hydrazine hydrate; 2) pyridine / 1) methanol, reflux, 5 h; 2) 16 h

3: 76 percent / hydrogen / 5percent Pd/C / aq. ethanol / 15 h / 760 Torr

With pyridine; 2,4,6-trimethyl-pyridine; 4 A molecular sieve; hydrogen; silver trifluoromethanesulfonate; hydrazine hydrate; palladium on activated charcoal; In ethanol; dichloromethane;
DOI:10.1016/0008-6215(88)84115-6

Reference yield:

: 118250-05-8
(2S,3S,4R,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-cyclohexylmethoxy-tetrahydro-pyran-3-ol

: 118250-16-1
cyclohexylmethyl-2-O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-3,4,6-tri-O-benzyl-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 74 percent / silver trifluoromethanesulfonate, sym-collidine, molecular sieve (4 Angstroem) / CH₂Cl₂ / 1 h / Ambient temperature

2: 1) hydrazine hydrate; 2) pyridine / 1) methanol, reflux, 5 h; 2) 16 h

With pyridine; 2,4,6-trimethyl-pyridine; 4 A molecular sieve; silver trifluoromethanesulfonate; hydrazine hydrate; In dichloromethane;
DOI:10.1016/0008-6215(88)84115-6