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

Base Information

• Chemical Name: 1¹,6¹-anhydro-2¹,3¹,2²,3²,6²,2³,3³-hepta-O-benzyl-β-maltotriose
• CAS No.: 110519-33-0
• Molecular Formula: C₆₇H₇₂O₁₅
• Molecular Weight: 1117.3
• Mol file: 110519-33-0.mol

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

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

There total 8 articles about 1¹,6¹-anhydro-2¹,3¹,2²,3²,6²,2³,3³-hepta-O-benzyl-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: 94.0%

1,6-anhydro-2,3,2',3',6',2,3-hepta-O-benzyl-4,6-O-isopropylidene-β-maltotriose (121686-22-4) → 11,61-anhydro-21,31,22,32,62,23,33-hepta-O-benzyl-β-maltotriose (110519-33-0)

Guidance literature:

With water; In acetic acid; Ambient temperature;

DOI:10.1016/0008-6215(89)84024-8

Reference yield: 81.0%

1,6-anhydro-2,3,2',3',6',2,3-hepta-O-benzyl-4,6-O-benzylidene-β-maltotriose (110519-32-9,121785-16-8) → 11,61-anhydro-21,31,22,32,62,23,33-hepta-O-benzyl-β-maltotriose (110519-33-0)

Guidance literature:

With trifluoroacetic acid; In tetrahydrofuran; at 0 ℃; for 0.166667h;

DOI:10.1016/0008-6215(89)84024-8

Reference yield:

benzyl bromide (100-39-0) → 11,61-anhydro-21,31,22,32,62,23,33-hepta-O-benzyl-β-maltotriose (110519-33-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) 28percent sodium methoxide, 2.) 60percent NaH / 1.) MeOH, r.t., 5 h, 2.) DMF, 0 deg C, 1 h, 3.) r.t., overnight, MeOH, H₂O, r.t., 3 h

2: 81 percent / 90percent aq. trifluoroacetic acid / tetrahydrofuran / 0.17 h / 0 °C

With sodium methylate; sodium hydride; trifluoroacetic acid; In tetrahydrofuran;

DOI:10.1016/0008-6215(89)84024-8

upstream raw materials:

(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

1,6-anhydro-2,3,2',3',6',2,3-hepta-O-benzyl-4,6-O-isopropylidene-β-maltotriose

1,6-anhydro-2,3,2',3',6',2,3-hepta-O-benzyl-4,6-O-benzylidene-β-maltotriose

benzyl bromide

Downstream raw materials:

(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

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