methyl 2,6-anhydro-4-O-benzyl-3-O-tetrahydropyranyl-2-thio-α-L-altropyranoside

Base Information

Chemical Name:methyl 2,6-anhydro-4-O-benzyl-3-O-tetrahydropyranyl-2-thio-α-L-altropyranoside
CAS No.:137100-95-9
Molecular Formula:C₁₉H₂₆O₅S
Molecular Weight:366.478
Hs Code.:

Synonyms:methyl 2,6-anhydro-4-O-benzyl-3-O-tetrahydropyranyl-2-thio-α-L-altropyranoside

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Chemical Property of methyl 2,6-anhydro-4-O-benzyl-3-O-tetrahydropyranyl-2-thio-α-L-altropyranoside

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Technology Process of methyl 2,6-anhydro-4-O-benzyl-3-O-tetrahydropyranyl-2-thio-α-L-altropyranoside

There total 5 articles about methyl 2,6-anhydro-4-O-benzyl-3-O-tetrahydropyranyl-2-thio-α-L-altropyranoside 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: 98.0%

: 100-39-0
benzyl bromide

: 137100-94-8
methyl 2,6-anhydro-3-O-tetrahydropyranyl-2-thio-α-L-altropyranoside

: 137100-95-9
methyl 2,6-anhydro-4-O-benzyl-3-O-tetrahydropyranyl-2-thio-α-L-altropyranoside

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(00)79886-8

Reference yield: 19.0%

: 137100-95-9
methyl 2,6-anhydro-4-O-benzyl-3-O-tetrahydropyranyl-2-thio-α-L-altropyranoside

: 137100-97-1
methyl 2,6-anhydro-4-O-benzyl-2-thio-β-L-altropyranoside

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In methanol; at 40 ℃; for 1.5h;
DOI:10.1016/0008-6215(91)89016-9

Reference yield:

: 110-87-2
3,4-dihydro-2H-pyran

: 137100-95-9
methyl 2,6-anhydro-4-O-benzyl-3-O-tetrahydropyranyl-2-thio-α-L-altropyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 97 percent / 10-dl-camphorsulfonic acid, molecular sieves 4 Angstroem / CH₂Cl₂ / 1.5 h

2: 98 percent / NaOMe / methanol / 3 h / 25 °C

3: 1) NaH / 1) DMF, 0 deg C, 1h, 2) 25 deg C, 1h

With 4 A molecular sieve; camphor-10-sulfonic acid; sodium methylate; sodium hydride; In methanol; dichloromethane;
DOI:10.1016/0008-6215(91)89016-9