methyl 4,6-O-benzylidene-2-deoxy-2-(2-hydroxyethylamino)-α-D-altropyranoside

Base Information

• Chemical Name: methyl 4,6-O-benzylidene-2-deoxy-2-(2-hydroxyethylamino)-α-D-altropyranoside
• CAS No.: 115400-41-4
• Molecular Formula: C₁₆H₂₃NO₆
• Molecular Weight: 325.362

Synonyms:methyl 4,6-O-benzylidene-2-deoxy-2-(2-hydroxyethylamino)-α-D-altropyranoside

Chemical Property of methyl 4,6-O-benzylidene-2-deoxy-2-(2-hydroxyethylamino)-α-D-altropyranoside

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Technology Process of methyl 4,6-O-benzylidene-2-deoxy-2-(2-hydroxyethylamino)-α-D-altropyranoside

There total 1 articles about methyl 4,6-O-benzylidene-2-deoxy-2-(2-hydroxyethylamino)-α-D-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: 89.0%

ethanolamine (141-43-5) + methyl 2,3-anhydro-4,6-benzylidene-α-D-allopyranoside (66537-92-6) → methyl 4,6-O-benzylidene-2-deoxy-2-(2-hydroxyethylamino)-α-D-altropyranoside (115400-41-4)

Guidance literature:

With lithium perchlorate; In acetonitrile; at 90 ℃; for 96h;

DOI:10.1016/0008-6215(96)83597-X

Reference yield: 95.0%

methyl 4,6-O-benzylidene-2-deoxy-2-(2-hydroxyethylamino)-α-D-altropyranoside (115400-41-4) + chlorambucil (305-03-3) → methyl 4,6-O-benzylidene-2-<2-(4-<4-phenyl>butanoyloxy)ethylamino>-2-deoxy-α-D-altropyranoside (231607-30-0)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In dichloromethane; Ambient temperature;

DOI:10.1016/S0008-6215(99)00030-0

Reference yield: 25.0%

tetraethylene glycol di(p-toluenesulfonate) (37860-51-8) + methyl 4,6-O-benzylidene-2-deoxy-2-(2-hydroxyethylamino)-α-D-altropyranoside (115400-41-4) → (2R,4aR,6S,6aS,22aS,22bS)-6-Methoxy-2-phenyl-hexadecahydro-1,3,5,10,13,16,19,22-octaoxa-7-aza-cyclooctadeca[a]naphthalene (126999-29-9)

Guidance literature:

With sodium t-butanolate; In 1,4-dioxane; tert-butyl alcohol; for 20h;

upstream raw materials:

ethanolamine

methyl 2,3-anhydro-4,6-benzylidene-α-D-allopyranoside

Downstream raw materials:

(2R,4aR,6S,6aS,22aS,22bS)-6-Methoxy-2-phenyl-hexadecahydro-1,3,5,10,13,16,19,22-octaoxa-7-aza-cyclooctadeca[a]naphthalene

(1S,15S,16S,18R,21R,23S)-23-Methoxy-18-phenyl-5,8,11,14,17,19,22-heptaoxa-2-aza-tricyclo[13.8.0.0^16,21]tricosane

methyl 4,6-O-benzylidene-2-<2-(4-<4-phenyl>butanoyloxy)ethylamino>-2-deoxy-α-D-altropyranoside

(2R,4aR,6S,7S,8S,8aS)-7-[Ethyl-(2-hydroxy-ethyl)-amino]-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-ol

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