O-(2,3-di-O-benzyl-4,6-dideoxy-4-iodo-α-D-galactopyranosyl)-(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

Base Information

• Chemical Name: O-(2,3-di-O-benzyl-4,6-dideoxy-4-iodo-α-D-galactopyranosyl)-(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
• CAS No.: 110519-36-3
• Molecular Formula: C₆₇H₇₁IO₁₃
• Molecular Weight: 1211.2
• Mol file: 110519-36-3.mol

Synonyms:O-(2,3-di-O-benzyl-4,6-dideoxy-4-iodo-α-D-galactopyranosyl)-(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

Chemical Property of O-(2,3-di-O-benzyl-4,6-dideoxy-4-iodo-α-D-galactopyranosyl)-(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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of O-(2,3-di-O-benzyl-4,6-dideoxy-4-iodo-α-D-galactopyranosyl)-(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

There total 10 articles about O-(2,3-di-O-benzyl-4,6-dideoxy-4-iodo-α-D-galactopyranosyl)-(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 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: 82.0%

11,61-anhydro-21,31,22,32,62,23,33-hepta-O-benzyl-63-deoxy-63-β-maltotriose (110519-35-2) → O-(2,3-di-O-benzyl-4,6-dideoxy-4-iodo-α-D-galactopyranosyl)-(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 (110519-36-3)

Guidance literature:

With 1H-imidazole; tri-iodoimidazole; triphenylphosphine; In toluene; for 2h; Heating;

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) → O-(2,3-di-O-benzyl-4,6-dideoxy-4-iodo-α-D-galactopyranosyl)-(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 (110519-36-3)

Guidance literature:

Multi-step reaction with 3 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

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

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

Reference yield:

11,61-anhydro-21,31,22,32,62,23,33-hepta-O-benzyl-63-deoxy-63-iodo-β-maltotriose (110519-34-1) → O-(2,3-di-O-benzyl-4,6-dideoxy-4-iodo-α-D-galactopyranosyl)-(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 (110519-36-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 72 percent / lithium aluminum hydride / tetrahydrofuran / Ambient temperature

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

With 1H-imidazole; lithium aluminium tetrahydride; tri-iodoimidazole; triphenylphosphine; In tetrahydrofuran; toluene;

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

upstream raw materials:

(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

1,6-anhydro-β-maltotriose

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

(2S,4S,5R,6S)-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-iodomethyl-tetrahydro-pyran-3-ol

Downstream raw materials:

(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

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