Benzoic acid (1R,2R,3R,4R,5S,6R)-2,3,4,5-tetrakis-benzyloxy-6-((2R,3R,4R,5S,6R)-4-benzyloxy-6-benzyloxymethyl-3-tert-butoxycarbonylamino-5-hydroxy-tetrahydro-pyran-2-yloxy)-cyclohexyl ester

Base Information

• Chemical Name: Benzoic acid (1R,2R,3R,4R,5S,6R)-2,3,4,5-tetrakis-benzyloxy-6-((2R,3R,4R,5S,6R)-4-benzyloxy-6-benzyloxymethyl-3-tert-butoxycarbonylamino-5-hydroxy-tetrahydro-pyran-2-yloxy)-cyclohexyl ester
• CAS No.: 502689-38-5
• Molecular Formula: C₆₆H₇₁NO₁₃
• Molecular Weight: 1086.29

Synonyms:

Chemical Property of Benzoic acid (1R,2R,3R,4R,5S,6R)-2,3,4,5-tetrakis-benzyloxy-6-((2R,3R,4R,5S,6R)-4-benzyloxy-6-benzyloxymethyl-3-tert-butoxycarbonylamino-5-hydroxy-tetrahydro-pyran-2-yloxy)-cyclohexyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of Benzoic acid (1R,2R,3R,4R,5S,6R)-2,3,4,5-tetrakis-benzyloxy-6-((2R,3R,4R,5S,6R)-4-benzyloxy-6-benzyloxymethyl-3-tert-butoxycarbonylamino-5-hydroxy-tetrahydro-pyran-2-yloxy)-cyclohexyl ester

There total 7 articles about Benzoic acid (1R,2R,3R,4R,5S,6R)-2,3,4,5-tetrakis-benzyloxy-6-((2R,3R,4R,5S,6R)-4-benzyloxy-6-benzyloxymethyl-3-tert-butoxycarbonylamino-5-hydroxy-tetrahydro-pyran-2-yloxy)-cyclohexyl 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:

benzoyl cyanide (613-90-1) → Benzoic acid (1R,2R,3R,4R,5S,6R)-2,3,4,5-tetrakis-benzyloxy-6-((2R,3R,4R,5S,6R)-4-benzyloxy-6-benzyloxymethyl-3-tert-butoxycarbonylamino-5-hydroxy-tetrahydro-pyran-2-yloxy)-cyclohexyl ester (502689-38-5)

Guidance literature:

Multi-step reaction with 4 steps

1: 88 percent / triethylamine / CH₂Cl₂ / 2 h

2: 96 percent / methylamine / ethanol / 0.25 h / 0 °C

3: propanedithiol; pyridine; triethylamine / H₂O / 48 h / 45 °C

4: 215 mg / toluene / 4 h / 20 °C

With pyridine; 1,2-propanedithiol; triethylamine; methylamine; In ethanol; dichloromethane; water; toluene;

DOI:10.1021/jo026380j

Reference yield:

(2-azido-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranosyl)-(1->6)-2,3,4,5-tetra-O-benzyl-1-O-(4-methoxybenzyl)-D-myo-inositol (220734-77-0) → Benzoic acid (1R,2R,3R,4R,5S,6R)-2,3,4,5-tetrakis-benzyloxy-6-((2R,3R,4R,5S,6R)-4-benzyloxy-6-benzyloxymethyl-3-tert-butoxycarbonylamino-5-hydroxy-tetrahydro-pyran-2-yloxy)-cyclohexyl ester (502689-38-5)

Guidance literature:

Multi-step reaction with 6 steps

1: 83 percent / pyridine / 0 - 20 °C

2: 96 percent / cerium(IV) ammonium nitrate / acetonitrile; toluene; H₂O / 2 h / 0 - 20 °C

3: 88 percent / triethylamine / CH₂Cl₂ / 2 h

4: 96 percent / methylamine / ethanol / 0.25 h / 0 °C

5: propanedithiol; pyridine; triethylamine / H₂O / 48 h / 45 °C

6: 215 mg / toluene / 4 h / 20 °C

With pyridine; ammonium cerium(IV) nitrate; 1,2-propanedithiol; triethylamine; methylamine; In ethanol; dichloromethane; water; toluene; acetonitrile;

DOI:10.1021/jo026380j

Reference yield:

2-azido-3,6-dibenzyl-2-deoxy-4-phenoxyacetyl-α-D-glucopyranosyl-(1->6)-2,3,4,5-tetrabenzyl-myo-inositol (502689-58-9) → Benzoic acid (1R,2R,3R,4R,5S,6R)-2,3,4,5-tetrakis-benzyloxy-6-((2R,3R,4R,5S,6R)-4-benzyloxy-6-benzyloxymethyl-3-tert-butoxycarbonylamino-5-hydroxy-tetrahydro-pyran-2-yloxy)-cyclohexyl ester (502689-38-5)

Guidance literature:

Multi-step reaction with 4 steps

1: 88 percent / triethylamine / CH₂Cl₂ / 2 h

2: 96 percent / methylamine / ethanol / 0.25 h / 0 °C

3: propanedithiol; pyridine; triethylamine / H₂O / 48 h / 45 °C

4: 215 mg / toluene / 4 h / 20 °C

With pyridine; 1,2-propanedithiol; triethylamine; methylamine; In ethanol; dichloromethane; water; toluene;

DOI:10.1021/jo026380j

upstream raw materials:

di-tert-butyl dicarbonate

benzoyl cyanide

(2-azido-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranosyl)-(1->6)-2,3,4,5-tetra-O-benzyl-1-O-(4-methoxybenzyl)-D-myo-inositol

2-azido-3,6-dibenzyl-2-deoxy-α-D-glucopyranosyl-(1->6)-1-benzoyl-2,3,4,5-tetrabenzyl-myo-inositol

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