Benzoic acid (2R,3S,4S,5R,6R)-2-((1S,2R,3S,4S,5R,6S)-2-allyloxy-4,5,6-tris-benzyloxy-3-hydroxy-cyclohexyloxy)-4,5-bis-benzyloxy-6-trityloxymethyl-tetrahydro-pyran-3-yl ester

Base Information

• Chemical Name: Benzoic acid (2R,3S,4S,5R,6R)-2-((1S,2R,3S,4S,5R,6S)-2-allyloxy-4,5,6-tris-benzyloxy-3-hydroxy-cyclohexyloxy)-4,5-bis-benzyloxy-6-trityloxymethyl-tetrahydro-pyran-3-yl ester
• CAS No.: 737788-41-9
• Molecular Formula: C₇₆H₇₄O₁₂
• Molecular Weight: 1179.42
• Mol file: 737788-41-9.mol

Synonyms:Benzoic acid (2R,3S,4S,5R,6R)-2-((1S,2R,3S,4S,5R,6S)-2-allyloxy-4,5,6-tris-benzyloxy-3-hydroxy-cyclohexyloxy)-4,5-bis-benzyloxy-6-trityloxymethyl-tetrahydro-pyran-3-yl ester

Chemical Property of Benzoic acid (2R,3S,4S,5R,6R)-2-((1S,2R,3S,4S,5R,6S)-2-allyloxy-4,5,6-tris-benzyloxy-3-hydroxy-cyclohexyloxy)-4,5-bis-benzyloxy-6-trityloxymethyl-tetrahydro-pyran-3-yl ester

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

Useful:

Technology Process of Benzoic acid (2R,3S,4S,5R,6R)-2-((1S,2R,3S,4S,5R,6S)-2-allyloxy-4,5,6-tris-benzyloxy-3-hydroxy-cyclohexyloxy)-4,5-bis-benzyloxy-6-trityloxymethyl-tetrahydro-pyran-3-yl ester

There total 2 articles about Benzoic acid (2R,3S,4S,5R,6R)-2-((1S,2R,3S,4S,5R,6S)-2-allyloxy-4,5,6-tris-benzyloxy-3-hydroxy-cyclohexyloxy)-4,5-bis-benzyloxy-6-trityloxymethyl-tetrahydro-pyran-3-yl ester 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: 97.0%

1-O-allyl-3,4,5-tri-O-benzyl-D-myo-inositol (202845-42-9) + (3aS,5R,6R,7S,7aS)-6,7-Bis-benzyloxy-2-pent-4-enyloxy-2-phenyl-5-trityloxymethyl-tetrahydro-[1,3]dioxolo[4,5-b]pyran → Benzoic acid (2R,3S,4S,5R,6R)-2-((1S,2R,3S,4S,5R,6S)-2-allyloxy-4,5,6-tris-benzyloxy-3-hydroxy-cyclohexyloxy)-4,5-bis-benzyloxy-6-trityloxymethyl-tetrahydro-pyran-3-yl ester (737788-41-9)

Guidance literature:

With N-iodo-succinimide; ytterbium(III) triflate;

DOI:10.1016/j.bmcl.2004.04.103

Reference yield: 21.0%

1-O-allyl-3,4,5-tri-O-benzyl-D-myo-inositol (202845-42-9) + (3aS,5R,6R,7S,7aS)-6,7-Bis-benzyloxy-2-pent-4-enyloxy-2-phenyl-5-trityloxymethyl-tetrahydro-[1,3]dioxolo[4,5-b]pyran → Benzoic acid (2R,3S,4S,5R,6R)-2-((1S,2R,3S,4S,5R,6S)-2-allyloxy-4,5,6-tris-benzyloxy-3-hydroxy-cyclohexyloxy)-4,5-bis-benzyloxy-6-trityloxymethyl-tetrahydro-pyran-3-yl ester (737788-41-9) + C122H114O18

Guidance literature:

With N-iodo-succinimide; t-butyldimethylsiyl triflate;

DOI:10.1016/j.bmcl.2004.04.103

Reference yield: 94.0%

tert-Butyl-diphenyl-((2R,3R,4S,5S,6S)-3,4,5-tris-benzyloxy-6-pent-4-enyloxy-tetrahydro-pyran-2-ylmethoxy)-silane (273934-59-1) + Benzoic acid (2R,3S,4S,5R,6R)-2-((1S,2R,3S,4S,5R,6S)-2-allyloxy-4,5,6-tris-benzyloxy-3-hydroxy-cyclohexyloxy)-4,5-bis-benzyloxy-6-trityloxymethyl-tetrahydro-pyran-3-yl ester (737788-41-9) → (2,3,4-tri-O-benzyl-6-O-tert-butyldiphenylsilyl-D-mannopyranosyl)-(1->2)-[(2-O-benzoyl-3,4-di-O-benzyl-6-O-triphenylmethyl-α-D-mannopyranosyl)-(1->6)]-1-O-allyl-3,4,5-tri-O-benzyl-D-myo-inositol

Guidance literature:

With N-iodo-succinimide; scandium tris(trifluoromethanesulfonate); In dichloromethane; for 0.5h; cooling;

DOI:10.1002/anie.200500505

upstream raw materials:

1-O-allyl-3,4,5-tri-O-benzyl-D-myo-inositol