N-[(4S,4aS,6R,8S,8aR)-6-((S)-2,3-Dimethoxy-propyl)-8-methoxy-7,7-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxin-4-yl]-2-((4S,5R,6R)-5,6-dimethyl-4-phenylselanylmethyl-5,6-dihydro-4H-pyran-2-yl)-2-oxo-acetamide

Base Information

• Chemical Name: N-[(4S,4aS,6R,8S,8aR)-6-((S)-2,3-Dimethoxy-propyl)-8-methoxy-7,7-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxin-4-yl]-2-((4S,5R,6R)-5,6-dimethyl-4-phenylselanylmethyl-5,6-dihydro-4H-pyran-2-yl)-2-oxo-acetamide
• CAS No.: 182687-36-1
• Molecular Formula: C₃₁H₄₅NO₉Se
• Molecular Weight: 654.66
• Mol file: 182687-36-1.mol

Synonyms:

Chemical Property of N-[(4S,4aS,6R,8S,8aR)-6-((S)-2,3-Dimethoxy-propyl)-8-methoxy-7,7-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxin-4-yl]-2-((4S,5R,6R)-5,6-dimethyl-4-phenylselanylmethyl-5,6-dihydro-4H-pyran-2-yl)-2-oxo-acetamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-[(4S,4aS,6R,8S,8aR)-6-((S)-2,3-Dimethoxy-propyl)-8-methoxy-7,7-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxin-4-yl]-2-((4S,5R,6R)-5,6-dimethyl-4-phenylselanylmethyl-5,6-dihydro-4H-pyran-2-yl)-2-oxo-acetamide

There total 3 articles about N-[(4S,4aS,6R,8S,8aR)-6-((S)-2,3-Dimethoxy-propyl)-8-methoxy-7,7-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxin-4-yl]-2-((4S,5R,6R)-5,6-dimethyl-4-phenylselanylmethyl-5,6-dihydro-4H-pyran-2-yl)-2-oxo-acetamide 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:

(1R,5RS,6R,8R,10S)-5-Azido-10-methoxy-8-((2S)-2,3-dimethoxypropyl)-9,9-dimethyl-2,4,7-trioxabicyclo[4.4.0]decane → N-[(4S,4aS,6R,8S,8aR)-6-((S)-2,3-Dimethoxy-propyl)-8-methoxy-7,7-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxin-4-yl]-2-((4S,5R,6R)-5,6-dimethyl-4-phenylselanylmethyl-5,6-dihydro-4H-pyran-2-yl)-2-oxo-acetamide (182687-36-1)

Guidance literature:

Multi-step reaction with 3 steps

1: H₂ / 5percent Pd/C / tetrahydrofuran / 0.25 h / Ambient temperature

2: DMAP / tetrahydrofuran / 0.25 h / -20 °C

3: 1.) BuLi, 2.) TMEDA / 1.) THF, hexane, -80 deg C, 15 min, 2.) -80 deg C, 30 min

With dmap; n-butyllithium; N,N,N,N,-tetramethylethylenediamine; hydrogen; palladium on activated charcoal; In tetrahydrofuran;

DOI:10.1039/p19960001797

Reference yield:

(4aS,6R,8S,8aR)-6-((S)-2,3-Dimethoxy-propyl)-8-methoxy-7,7-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxin-4-ylamine → N-[(4S,4aS,6R,8S,8aR)-6-((S)-2,3-Dimethoxy-propyl)-8-methoxy-7,7-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxin-4-yl]-2-((4S,5R,6R)-5,6-dimethyl-4-phenylselanylmethyl-5,6-dihydro-4H-pyran-2-yl)-2-oxo-acetamide (182687-36-1)

Guidance literature:

Multi-step reaction with 2 steps

1: DMAP / tetrahydrofuran / 0.25 h / -20 °C

2: 1.) BuLi, 2.) TMEDA / 1.) THF, hexane, -80 deg C, 15 min, 2.) -80 deg C, 30 min

With dmap; n-butyllithium; N,N,N,N,-tetramethylethylenediamine; In tetrahydrofuran;

DOI:10.1039/p19960001797

Reference yield:

tert-Butyl-((4S,5R,6R)-5,6-dimethyl-4-phenylselanylmethyl-5,6-dihydro-4H-pyran-2-yl)-stannane + N-[(4S,4aS,6R,8S,8aR)-6-((S)-2,3-Dimethoxy-propyl)-8-methoxy-7,7-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxin-4-yl]-oxalamic acid methyl ester (182824-86-8) → N-[(4S,4aS,6R,8S,8aR)-6-((S)-2,3-Dimethoxy-propyl)-8-methoxy-7,7-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxin-4-yl]-2-((4S,5R,6R)-5,6-dimethyl-4-phenylselanylmethyl-5,6-dihydro-4H-pyran-2-yl)-2-oxo-acetamide (182687-36-1)

Guidance literature:

With n-butyllithium; N,N,N,N,-tetramethylethylenediamine; Yield given. Multistep reaction; 1.) THF, hexane, -80 deg C, 15 min, 2.) -80 deg C, 30 min;

DOI:10.1039/p19960001797

upstream raw materials:

N-[(4S,4aS,6R,8S,8aR)-6-((S)-2,3-Dimethoxy-propyl)-8-methoxy-7,7-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxin-4-yl]-oxalamic acid methyl ester

Downstream raw materials:

Benzoic acid (S)-[(4S,4aS,6R,8S,8aR)-6-((S)-2,3-dimethoxy-propyl)-8-methoxy-7,7-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxin-4-ylcarbamoyl]-((2R,5R,6R)-2-methoxy-5,6-dimethyl-4-methylene-tetrahydro-pyran-2-yl)-methyl ester

C₃₉H₅₅NO₁₂Se

Benzoic acid (S)-[(4S,4aS,6R,8S,8aR)-6-((S)-2,3-dimethoxy-propyl)-8-methoxy-7,7-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxin-4-ylcarbamoyl]-((2R,4R,5R,6R)-2-methoxy-5,6-dimethyl-4-phenylselanylmethyl-tetrahydro-pyran-2-yl)-methyl ester