1¹,6¹-anhydro-2¹,3¹,2²,3²,6²,2³,3³-hepta-O-benzyl-6³-deoxy-6³-iodo-β-maltotriose

Base Information

• Chemical Name: 1¹,6¹-anhydro-2¹,3¹,2²,3²,6²,2³,3³-hepta-O-benzyl-6³-deoxy-6³-iodo-β-maltotriose
• CAS No.: 110519-34-1
• Molecular Formula: C₆₇H₇₁IO₁₄
• Molecular Weight: 1227.2

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 6 articles about 1¹,6¹-anhydro-2¹,3¹,2²,3²,6²,2³,3³-hepta-O-benzyl-6³-deoxy-6³-iodo-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: 75.0%

11,61-anhydro-21,31,22,32,62,23,33-hepta-O-benzyl-β-maltotriose (110519-33-0) → 11,61-anhydro-21,31,22,32,62,23,33-hepta-O-benzyl-63-deoxy-63-iodo-β-maltotriose (110519-34-1)

Guidance literature:

With N-iodo-succinimide; triphenylphosphine; In N,N-dimethyl-formamide; at 65 - 75 ℃; for 2h;

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) → (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 (110519-34-1)

Guidance literature:

With N-iodo-succinimide; triphenylphosphine; In N,N-dimethyl-formamide;

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

Reference yield:

1,6-anhydro-β-maltotriose (60575-03-3) → (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 (110519-34-1)

Guidance literature:

Multi-step reaction with 4 steps

1: TsOH / dimethylformamide

2: NaH / dimethylformamide

3: CF₃CO₂H

4: N-iodosuccinimide-Ph₃P / dimethylformamide

With N-iodo-succinimide; sodium hydride; toluene-4-sulfonic acid; triphenylphosphine; trifluoroacetic acid; In N,N-dimethyl-formamide;

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

upstream raw materials:

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

1,6-anhydro-β-maltotriose

(4aR,6R,7R,8S,8aR)-7,8-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-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine

pentachlorophenyl O-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl-(1->4)-O-(2,3,6-tri-O-acetyl-α-D-glucopyranosyl)-(1->4)-2,3,6-tri-O-acetyl-β-D-glucopyranoside

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-ol

(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-ylamine

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

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