cyanoethyl 2-(2,3,4,6-tetra-O-benzoyl α-D-mannopyranosidyl)ethyl phosphate

Base Information

• Chemical Name: cyanoethyl 2-(2,3,4,6-tetra-O-benzoyl α-D-mannopyranosidyl)ethyl phosphate
• CAS No.: 127221-61-8
• Molecular Formula: C₃₉H₄₄NO₁₀P
• Molecular Weight: 717.753
• Mol file: 127221-61-8.mol

Synonyms:cyanoethyl 2-(2,3,4,6-tetra-O-benzoyl α-D-mannopyranosidyl)ethyl phosphate

Chemical Property of cyanoethyl 2-(2,3,4,6-tetra-O-benzoyl α-D-mannopyranosidyl)ethyl phosphate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of cyanoethyl 2-(2,3,4,6-tetra-O-benzoyl α-D-mannopyranosidyl)ethyl phosphate

There total 3 articles about cyanoethyl 2-(2,3,4,6-tetra-O-benzoyl α-D-mannopyranosidyl)ethyl phosphate 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: 67.0%

hydroxyethyl 2,3,4,6-tetra-O-benzyl-α-D-mannopyranoside (852395-47-2) + 2-Cyanoethyl phosphate (2212-88-6) → cyanoethyl 2-(2,3,4,6-tetra-O-benzoyl α-D-mannopyranosidyl)ethyl phosphate (127221-61-8)

Guidance literature:

With trichloroacetonitrile; In pyridine; at 80 ℃;

DOI:10.1016/S0040-4039(01)93843-2

Reference yield:

(2S,3S,4S,5R,6R)-3,4,5-Tris-benzyloxy-2-(2-benzyloxy-ethoxy)-6-benzyloxymethyl-tetrahydro-pyran (82231-40-1,82231-43-4) → cyanoethyl 2-(2,3,4,6-tetra-O-benzoyl α-D-mannopyranosidyl)ethyl phosphate (127221-61-8)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂ / Pd-C

2: 67 percent / CCl₃CN / pyridine / 80 °C

With hydrogen; trichloroacetonitrile; palladium on activated charcoal; In pyridine;

DOI:10.1016/S0040-4039(01)93843-2

Reference yield:

2,3,4,6-tetra-O-benzyl-D-mannopyranosyl bromide (148905-25-3) → cyanoethyl 2-(2,3,4,6-tetra-O-benzoyl α-D-mannopyranosidyl)ethyl phosphate (127221-61-8)

Guidance literature:

Multi-step reaction with 3 steps

1: Hg(CN)2 / nitromethane

2: H₂ / Pd-C

3: 67 percent / CCl₃CN / pyridine / 80 °C

With hydrogen; mercury(II) cyanide; trichloroacetonitrile; palladium on activated charcoal; In pyridine; nitromethane;

DOI:10.1016/S0040-4039(01)93843-2

upstream raw materials:

hydroxyethyl 2,3,4,6-tetra-O-benzyl-α-D-mannopyranoside

2-Cyanoethyl phosphate

(2S,3S,4S,5R,6R)-3,4,5-Tris-benzyloxy-2-(2-benzyloxy-ethoxy)-6-benzyloxymethyl-tetrahydro-pyran

2,3,4,6-tetra-O-benzyl-D-mannopyranosyl bromide

Downstream raw materials:

Phosphoric acid (2S,5R)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl ester 2-((2S,3S,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-ethyl ester

Phosphoric acid (2R,3S,5R)-5-(5-fluoro-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3-hydroxy-tetrahydro-furan-2-ylmethyl ester 2-((2S,3S,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-ethyl ester

2-(α-D-mannopyranosidyl)ethyl 3'-azido-3'-deoxy-5'-thymidinyl phosphate

Phosphoric acid (2S,3S,5R)-3-azido-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl ester 2-((2S,3S,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-ethyl ester