(3R,5S,6R,7S,8R,14(E,Z),21R,22S,23R,24S,26R)-6,7,22,23-tetrakis(benzyloxy)-5,24-dimethoxy-4,9,20,25-tetraoxa-1,28,29,30,37,38-hexaazapentacyclo[34.2.1.1^28,31.0^3,8.0^21,26]tetraconta-14,29,31⁽⁴⁰⁾,36⁽³⁹⁾,37-pentaene

Base Information

• Chemical Name: (3R,5S,6R,7S,8R,14(E,Z),21R,22S,23R,24S,26R)-6,7,22,23-tetrakis(benzyloxy)-5,24-dimethoxy-4,9,20,25-tetraoxa-1,28,29,30,37,38-hexaazapentacyclo[34.2.1.1^28,31.0^3,8.0^21,26]tetraconta-14,29,31⁽⁴⁰⁾,36⁽³⁹⁾,37-pentaene
• CAS No.: 859857-43-5
• Molecular Formula: C₆₀H₇₆N₆O₁₀
• Molecular Weight: 1041.3

Synonyms:(3R,5S,6R,7S,8R,14(E,Z),21R,22S,23R,24S,26R)-6,7,22,23-tetrakis(benzyloxy)-5,24-dimethoxy-4,9,20,25-tetraoxa-1,28,29,30,37,38-hexaazapentacyclo[34.2.1.1^28,31.0^3,8.0^21,26]tetraconta-14,29,31⁽⁴⁰⁾,36⁽³⁹⁾,37-pentaene

Chemical Property of (3R,5S,6R,7S,8R,14(E,Z),21R,22S,23R,24S,26R)-6,7,22,23-tetrakis(benzyloxy)-5,24-dimethoxy-4,9,20,25-tetraoxa-1,28,29,30,37,38-hexaazapentacyclo[34.2.1.1^28,31.0^3,8.0^21,26]tetraconta-14,29,31⁽⁴⁰⁾,36⁽³⁹⁾,37-pentaene

Chemical Property:

Purity/Quality:

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Technology Process of (3R,5S,6R,7S,8R,14(E,Z),21R,22S,23R,24S,26R)-6,7,22,23-tetrakis(benzyloxy)-5,24-dimethoxy-4,9,20,25-tetraoxa-1,28,29,30,37,38-hexaazapentacyclo[34.2.1.1^28,31.0^3,8.0^21,26]tetraconta-14,29,31⁽⁴⁰⁾,36⁽³⁹⁾,37-pentaene

There total 4 articles about (3R,5S,6R,7S,8R,14(E,Z),21R,22S,23R,24S,26R)-6,7,22,23-tetrakis(benzyloxy)-5,24-dimethoxy-4,9,20,25-tetraoxa-1,28,29,30,37,38-hexaazapentacyclo[34.2.1.1^28,31.0^3,8.0^21,26]tetraconta-14,29,31⁽⁴⁰⁾,36⁽³⁹⁾,37-pentaene 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:

methyl 6-azido-2,3-di-O-benzyl-6-deoxy-4-O-hex-11-ene-7-yl-α-D-glucopyranoside (859857-35-5) → (3R,5S,6R,7S,8R,14(E,Z),21R,22S,23R,24S,26R)-6,7,22,23-tetrakis(benzyloxy)-5,24-dimethoxy-4,9,20,25-tetraoxa-1,28,29,30,37,38-hexaazapentacyclo[34.2.1.128,31.03,8.021,26]tetraconta-14,29,31(40),36(39),37-pentaene (859857-43-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 99 percent / aq. sodium ascorbate; Cu(OAc)2 / 2-methyl-propan-2-ol / 12 h / 20 °C

2: PhCH=Ru(PCy₃)2Cl₂ / CH₂Cl₂ / Heating

With copper diacetate; sodium L-ascorbate; Grubbs catalyst first generation; In dichloromethane; tert-butyl alcohol;

DOI:10.1039/b502682b

Reference yield:

1,7-Octadiyne (871-84-1) → (3R,5S,6R,7S,8R,14(E,Z),21R,22S,23R,24S,26R)-6,7,22,23-tetrakis(benzyloxy)-5,24-dimethoxy-4,9,20,25-tetraoxa-1,28,29,30,37,38-hexaazapentacyclo[34.2.1.128,31.03,8.021,26]tetraconta-14,29,31(40),36(39),37-pentaene (859857-43-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 99 percent / aq. sodium ascorbate; Cu(OAc)2 / 2-methyl-propan-2-ol / 12 h / 20 °C

2: PhCH=Ru(PCy₃)2Cl₂ / CH₂Cl₂ / Heating

With copper diacetate; sodium L-ascorbate; Grubbs catalyst first generation; In dichloromethane; tert-butyl alcohol;

DOI:10.1039/b502682b

Reference yield:

methyl 6-azido-2,3-di-O-benzyl-6-deoxy-α-D-glucopyranoside (54522-58-6) → (3R,5S,6R,7S,8R,14(E,Z),21R,22S,23R,24S,26R)-6,7,22,23-tetrakis(benzyloxy)-5,24-dimethoxy-4,9,20,25-tetraoxa-1,28,29,30,37,38-hexaazapentacyclo[34.2.1.128,31.03,8.021,26]tetraconta-14,29,31(40),36(39),37-pentaene (859857-43-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: NaH / tetrahydrofuran

1.2: 43 percent / tetrahydrofuran / 3 h / Heating

2.1: 99 percent / aq. sodium ascorbate; Cu(OAc)2 / 2-methyl-propan-2-ol / 12 h / 20 °C

3.1: PhCH=Ru(PCy₃)2Cl₂ / CH₂Cl₂ / Heating

With copper diacetate; sodium hydride; sodium L-ascorbate; Grubbs catalyst first generation; In tetrahydrofuran; dichloromethane; tert-butyl alcohol;

DOI:10.1039/b502682b

upstream raw materials:

18,23-butane-19,22-diylbis(14-{[(2R,3R,4S,5R,6S)-4,5-bis(benzyloxy)-3-(hex-11-ene-7-yloxy)-6-methoxytetrahydro-2H-pyran-2-yl]methyl}-1H-14,15,16-triazole)

methyl 6-azido-2,3-di-O-benzyl-6-deoxy-4-O-hex-11-ene-7-yl-α-D-glucopyranoside

1,7-Octadiyne

methyl 6-azido-2,3-di-O-benzyl-6-deoxy-α-D-glucopyranoside

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