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

Base Information

• Chemical Name: 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
• CAS No.: 96016-69-2
• Molecular Formula: C₃₆H₃₇Cl₄O₇P
• Molecular Weight: 754.471
• Mol file: 96016-69-2.mol

Synonyms:

Chemical Property of 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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 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

There total 1 articles about 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 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:

β,β,β-trichloroethyl phosphorodichloridite (60010-51-7) + 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) → 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)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; at -78 ℃;

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 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 (91383-27-6)

Guidance literature:

Multi-step reaction with 2 steps

1: -78 °C

2: O₂, AIBN / benzene / 70 °C

With 2,2'-azobis(isobutyronitrile); oxygen; In 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:

β,β,β-trichloroethyl phosphorodichloridite

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

Downstream 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

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