6³-amino-1¹,6¹-anhydro-2¹,3¹,2²,3²,6²,2³,3³-hepta-O-benzyl-4³,6³-dideoxy-β-maltotriose

Base Information

• Chemical Name: 6³-amino-1¹,6¹-anhydro-2¹,3¹,2²,3²,6²,2³,3³-hepta-O-benzyl-4³,6³-dideoxy-β-maltotriose
• CAS No.: 110543-59-4
• Molecular Formula: C₆₇H₇₃NO₁₃
• Molecular Weight: 1100.32

Synonyms:6³-amino-1¹,6¹-anhydro-2¹,3¹,2²,3²,6²,2³,3³-hepta-O-benzyl-4³,6³-dideoxy-β-maltotriose

Chemical Property of 6³-amino-1¹,6¹-anhydro-2¹,3¹,2²,3²,6²,2³,3³-hepta-O-benzyl-4³,6³-dideoxy-β-maltotriose

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of 6³-amino-1¹,6¹-anhydro-2¹,3¹,2²,3²,6²,2³,3³-hepta-O-benzyl-4³,6³-dideoxy-β-maltotriose

There total 14 articles about 6³-amino-1¹,6¹-anhydro-2¹,3¹,2²,3²,6²,2³,3³-hepta-O-benzyl-4³,6³-dideoxy-β-maltotriose 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: 60.0%

(1R,2R,3S,4R,5R)-2-[(2R,3R,4S,5R,6R)-5-((2R,3R,4S,6R)-5-Azido-3,4-bis-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-3,4-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy]-3,4-bis-benzyloxy-6,8-dioxa-bicyclo[3.2.1]octane → (2R,4S,5R,6R)-4,5-Bis-benzyloxy-6-[(2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-((1R,2R,3S,4R,5R)-3,4-bis-benzyloxy-6,8-dioxa-bicyclo[3.2.1]oct-2-yloxy)-tetrahydro-pyran-3-yloxy]-2-methyl-tetrahydro-pyran-3-ylamine (110543-59-4)

Guidance literature:

With lithium aluminium tetrahydride;

DOI:10.1016/0008-6215(86)84027-7

Reference yield: 59.0%

11,61-anhydro-43-azido-21,31,22,32,62,23,33-hepta-O-benzyl-43,63-dideoxy-β-maltotriose (110519-37-4) → 63-amino-11,61-anhydro-21,31,22,32,62,23,33-hepta-O-benzyl-43,63-dideoxy-β-maltotriose (110543-59-4)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; Ambient temperature;

DOI:10.1016/0008-6215(89)85022-0

Reference yield:

11,61-anhydro-21,31,22,32,62,23,33-hepta-O-benzyl-β-maltotriose (110519-33-0) → 63-amino-11,61-anhydro-21,31,22,32,62,23,33-hepta-O-benzyl-43,63-dideoxy-β-maltotriose (110543-59-4)

Guidance literature:

Multi-step reaction with 5 steps

1: 75 percent / triphenylphosphine, N-iodosuccinimide / dimethylformamide / 2 h / 65 - 75 °C

2: 72 percent / lithium aluminum hydride / tetrahydrofuran / Ambient temperature

3: 82 percent / triphenylphosphine, imidazole, triiodoimidazole / toluene / 2 h / Heating

4: 49 percent / sodium azide / hexamethylphosphoric acid triamide / Ambient temperature

5: 59 percent / lithium aluminum hydride / tetrahydrofuran / Ambient temperature

With 1H-imidazole; N-iodo-succinimide; lithium aluminium tetrahydride; sodium azide; tri-iodoimidazole; triphenylphosphine; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; N,N-dimethyl-formamide; toluene;

DOI:10.1016/0008-6215(89)85022-0

upstream raw materials:

1,6-anhydro-β-maltotriose

(1R,2R,3S,4R,5R)-3,4-Bis-benzyloxy-2-[(2R,3R,4S,5R,6R)-3,4-bis-benzyloxy-6-benzyloxymethyl-5-((2S,3R,4R,6R)-3,4-bis-benzyloxy-5-iodo-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-6,8-dioxa-bicyclo[3.2.1]octane

(2R,4S,5R,6R)-4,5-Bis-benzyloxy-6-[(2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-((1R,2R,3S,4R,5R)-3,4-bis-benzyloxy-6,8-dioxa-bicyclo[3.2.1]oct-2-yloxy)-tetrahydro-pyran-3-yloxy]-2-methyl-tetrahydro-pyran-3-ol

1¹,6¹-anhydro-2¹,3¹,2²,3²,6²,2³,3³-hepta-O-benzyl-β-maltotriose

Downstream raw materials:

O-<2,3-di-O-benzyl-4,6-dideoxy-4-<1D-(1,2,4/3,5)-2,3,4-tris(benzyloxy)-5-(trityloxymethyl)cyclohexyl>amino-α-D-glucopyranosyl>-(1->4)-O-(2,3,6-tri-O-benzyl-α-D-glucopyranosyl)-(1->4)-1,6-anhydro-2,3-di-O-benzyl-β-D-glucopyranose

O-<2,3-di-O-benzyl-4,6-dideoxy-4-<1L-(1,3,5/2,4)-2,3,4-tris(benzyloxy)-5-(trityloxymethyl)cyclohexyl>amino-α-D-glucopyranosyl>-(1->4)-O-(2,3,6-tri-O-benzyl-α-D-glucopyranosyl)-(1->4)-1,6-anhydro-2,3-di-O-benzyl-β-D-glucopyranose

1D,L-(1,2,4/3,5)-2,3,4-tri-O-benzyl-5-(trityloxymethyl)cyclohexane-1,2,3,4-tetrol

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