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

Base Information

• Chemical Name: (1S,15S,16S,18R,21R,23S)-2-Ethyl-23-methoxy-18-phenyl-5,8,11,14,17,19,22-heptaoxa-2-aza-tricyclo[13.8.0.0^16,21]tricosane
• CAS No.: 126999-30-2
• Molecular Formula: C₂₄H₃₇NO₈
• Molecular Weight: 467.56

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

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

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

There total 3 articles about (1S,15S,16S,18R,21R,23S)-2-Ethyl-23-methoxy-18-phenyl-5,8,11,14,17,19,22-heptaoxa-2-aza-tricyclo[13.8.0.0^16,21]tricosane 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: 31.0%

(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 (126946-43-8) + triethylene glycol di-(p-toluenesulfonate) (19249-03-7) → (1S,15S,16S,18R,21R,23S)-2-Ethyl-23-methoxy-18-phenyl-5,8,11,14,17,19,22-heptaoxa-2-aza-tricyclo[13.8.0.016,21]tricosane (126999-30-2)

Guidance literature:

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

Reference yield:

methyl 4,6-O-benzylidene-2-deoxy-2-(2-hydroxyethylamino)-α-D-altropyranoside (115400-41-4) → (1S,15S,16S,18R,21R,23S)-2-Ethyl-23-methoxy-18-phenyl-5,8,11,14,17,19,22-heptaoxa-2-aza-tricyclo[13.8.0.016,21]tricosane (126999-30-2)

Guidance literature:

Multi-step reaction with 3 steps

1: acetylation

2: LiAlH₄ / tetrahydrofuran

3: 31 percent / t-BuONa / 2-methyl-propan-2-ol; dioxane / 20 h

With lithium aluminium tetrahydride; sodium t-butanolate; In tetrahydrofuran; 1,4-dioxane; tert-butyl alcohol;

Reference yield:

Acetic acid (2R,4aR,6S,7S,8S,8aS)-7-[(2-acetoxy-ethyl)-acetyl-amino]-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester (126946-44-9) → (1S,15S,16S,18R,21R,23S)-2-Ethyl-23-methoxy-18-phenyl-5,8,11,14,17,19,22-heptaoxa-2-aza-tricyclo[13.8.0.016,21]tricosane (126999-30-2)

Guidance literature:

Multi-step reaction with 2 steps

1: LiAlH₄ / tetrahydrofuran

2: 31 percent / t-BuONa / 2-methyl-propan-2-ol; dioxane / 20 h

With lithium aluminium tetrahydride; sodium t-butanolate; In tetrahydrofuran; 1,4-dioxane; tert-butyl alcohol;

upstream raw materials:

(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

triethylene glycol di-(p-toluenesulfonate)

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

Acetic acid (2R,4aR,6S,7S,8S,8aS)-7-[(2-acetoxy-ethyl)-acetyl-amino]-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester

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