Phosphoric acid (2R,3S,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl ester (2R,3R,4S,5S,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-ylmethyl ester; compound with triethyl-amine

Base Information

• Chemical Name: Phosphoric acid (2R,3S,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl ester (2R,3R,4S,5S,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-ylmethyl ester; compound with triethyl-amine
• CAS No.: 96016-70-5
• Molecular Formula: C₆H₁₅N*C₆₂H₆₇O₁₄P
• Molecular Weight: 1168.37
• Mol file: 96016-70-5.mol

Synonyms:

Chemical Property of Phosphoric acid (2R,3S,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl ester (2R,3R,4S,5S,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-ylmethyl ester; compound with triethyl-amine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Phosphoric acid (2R,3S,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl ester (2R,3R,4S,5S,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-ylmethyl ester; compound with triethyl-amine

There total 5 articles about Phosphoric acid (2R,3S,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl ester (2R,3R,4S,5S,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-ylmethyl ester; compound with triethyl-amine 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:

methyl 2,3,4-tri-O-benzyl-α-D-mannopyranoside (34212-64-1,641635-63-4) → Phosphoric acid (2R,3S,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl ester (2R,3R,4S,5S,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-ylmethyl ester; compound with triethyl-amine (96016-70-5)

Guidance literature:

Multi-step reaction with 3 steps

1: -78 °C

2: O₂, AIBN / benzene / 70 °C

3: Zn-Cu, 2,4-pentanedione

With 2,2'-azobis(isobutyronitrile); oxygen; copper; acetylacetone; zinc; In benzene;

DOI:10.1016/0008-6215(82)85040-4

Reference yield:

2,3,4,6-tetra-O-benzyl-α-D-mannopyranoside (4132-28-9,4291-69-4,6386-24-9,6564-72-3,59531-24-7,69257-52-9,78184-89-1,78609-17-3,78609-18-4,96553-53-6,104111-61-7,131347-08-5,78609-16-2) → Phosphoric acid (2R,3S,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl ester (2R,3R,4S,5S,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-ylmethyl ester; compound with triethyl-amine (96016-70-5)

Guidance literature:

Multi-step reaction with 4 steps

1: i-Pr₂NEt / tetrahydrofuran / -78 °C

2: -78 °C

3: O₂, AIBN / benzene / 70 °C

4: Zn-Cu, 2,4-pentanedione

With 2,2'-azobis(isobutyronitrile); oxygen; copper; N-ethyl-N,N-diisopropylamine; acetylacetone; zinc; In tetrahydrofuran; benzene;

DOI:10.1016/0008-6215(82)85040-4

Reference yield:

Phosphorochloridous acid 2,2,2-trichloro-ethyl ester (2R,3S,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl ester (96016-69-2) → Phosphoric acid (2R,3S,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl ester (2R,3R,4S,5S,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-ylmethyl ester; compound with triethyl-amine (96016-70-5)

Guidance literature:

Multi-step reaction with 3 steps

1: -78 °C

2: O₂, AIBN / benzene / 70 °C

3: Zn-Cu, 2,4-pentanedione

With 2,2'-azobis(isobutyronitrile); oxygen; copper; acetylacetone; zinc; In benzene;

DOI:10.1016/0008-6215(82)85040-4

upstream raw materials:

Phosphoric acid 2,2,2-trichloro-ethyl ester (2R,3S,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl ester (2R,3R,4S,5S,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-ylmethyl ester

triethylamine

methyl 2,3,4-tri-O-benzyl-α-D-mannopyranoside

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