(4aR,6S,6aS,22aS,22bR)-6-Methoxy-2-phenyl-hexadecahydro-1,3,5,7,13,16,22-heptaoxa-10,19-diaza-cyclooctadeca[a]naphthalene

Base Information

• Chemical Name: (4aR,6S,6aS,22aS,22bR)-6-Methoxy-2-phenyl-hexadecahydro-1,3,5,7,13,16,22-heptaoxa-10,19-diaza-cyclooctadeca[a]naphthalene
• CAS No.: 86534-18-1
• Molecular Formula: C₂₄H₃₈N₂O₈
• Molecular Weight: 482.574

Synonyms:(4aR,6S,6aS,22aS,22bR)-6-Methoxy-2-phenyl-hexadecahydro-1,3,5,7,13,16,22-heptaoxa-10,19-diaza-cyclooctadeca[a]naphthalene

Chemical Property of (4aR,6S,6aS,22aS,22bR)-6-Methoxy-2-phenyl-hexadecahydro-1,3,5,7,13,16,22-heptaoxa-10,19-diaza-cyclooctadeca[a]naphthalene

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Technology Process of (4aR,6S,6aS,22aS,22bR)-6-Methoxy-2-phenyl-hexadecahydro-1,3,5,7,13,16,22-heptaoxa-10,19-diaza-cyclooctadeca[a]naphthalene

There total 7 articles about (4aR,6S,6aS,22aS,22bR)-6-Methoxy-2-phenyl-hexadecahydro-1,3,5,7,13,16,22-heptaoxa-10,19-diaza-cyclooctadeca[a]naphthalene 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: 85.0%

(4aR,6S,6aS,22aS,22bR)-6-Methoxy-2-phenyl-10,19-bis-(toluene-4-sulfonyl)-hexadecahydro-1,3,5,7,13,16,22-heptaoxa-10,19-diaza-cyclooctadeca[a]naphthalene (95049-13-1,95120-33-5,95120-34-6) → (4aR,6S,6aS,22aS,22bR)-6-Methoxy-2-phenyl-hexadecahydro-1,3,5,7,13,16,22-heptaoxa-10,19-diaza-cyclooctadeca[a]naphthalene (86534-18-1)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; for 48h; Heating;

DOI:10.1016/S0040-4020(01)91309-2

Reference yield: 35.0%

3,6-dioxa-1,8-diaminooctane (929-59-9,892154-56-2) + methyl 4,6-O-benzylidene-2,3-O-bis(p-toluenesulphonyloxyethyl)-α-D-mannopyranoside (86534-17-0) → (4aR,6S,6aS,22aS,22bR)-6-Methoxy-2-phenyl-hexadecahydro-1,3,5,7,13,16,22-heptaoxa-10,19-diaza-cyclooctadeca[a]naphthalene (86534-18-1)

Guidance literature:

With aluminum oxide; potassium fluoride; In tetrahydrofuran; acetonitrile; for 20h; Heating;

DOI:10.1039/c39830000132

Reference yield:

triethylene glycol di-(p-toluenesulfonate) (19249-03-7) → (4aR,6S,6aS,22aS,22bR)-6-Methoxy-2-phenyl-hexadecahydro-1,3,5,7,13,16,22-heptaoxa-10,19-diaza-cyclooctadeca[a]naphthalene (86534-18-1)

Guidance literature:

Multi-step reaction with 2 steps

1: dimethylformamide / 90 °C

2: 85 percent / LiAlH₄ / tetrahydrofuran / 48 h / Heating

With lithium aluminium tetrahydride; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4020(01)91309-2

upstream raw materials:

3,6-dioxa-1,8-diaminooctane

methyl 4,6-O-benzylidene-2,3-O-bis(p-toluenesulphonyloxyethyl)-α-D-mannopyranoside

(4aR,6S,6aS,22aS,22bR)-6-Methoxy-2-phenyl-10,19-bis-(toluene-4-sulfonyl)-hexadecahydro-1,3,5,7,13,16,22-heptaoxa-10,19-diaza-cyclooctadeca[a]naphthalene

(4aR,6S,7S,8R,8aS)-6-Methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol

Downstream raw materials:

C₂₈H₄₀N₂O₁₁

C₂₈H₄₄N₂O₉

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