Succinic acid (2S,3R,4S,5R,6R)-3-benzoyloxy-2-benzyloxy-6-benzyloxymethyl-5-hydroxy-tetrahydro-pyran-4-yl ester (2R,3R,4S,5S,6R)-3,4,5-tris-benzoyloxy-6-phenylsulfanyl-tetrahydro-pyran-2-ylmethyl ester

Base Information

Chemical Name:Succinic acid (2S,3R,4S,5R,6R)-3-benzoyloxy-2-benzyloxy-6-benzyloxymethyl-5-hydroxy-tetrahydro-pyran-4-yl ester (2R,3R,4S,5S,6R)-3,4,5-tris-benzoyloxy-6-phenylsulfanyl-tetrahydro-pyran-2-ylmethyl ester
CAS No.:262605-43-6
Molecular Formula:C₆₄H₅₈O₁₇S
Molecular Weight:1131.22
Hs Code.:

Succinic acid (2S,3R,4S,5R,6R)-3-benzoyloxy-2-benzyloxy-6-benzyloxymethyl-5-hydroxy-tetrahydro-pyran-4-yl ester (2R,3R,4S,5S,6R)-3,4,5-tris-benzoyloxy-6-phenylsulfanyl-tetrahydro-pyran-2-ylmethyl ester

Synonyms:Succinic acid (2S,3R,4S,5R,6R)-3-benzoyloxy-2-benzyloxy-6-benzyloxymethyl-5-hydroxy-tetrahydro-pyran-4-yl ester (2R,3R,4S,5S,6R)-3,4,5-tris-benzoyloxy-6-phenylsulfanyl-tetrahydro-pyran-2-ylmethyl ester

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Chemical Property of Succinic acid (2S,3R,4S,5R,6R)-3-benzoyloxy-2-benzyloxy-6-benzyloxymethyl-5-hydroxy-tetrahydro-pyran-4-yl ester (2R,3R,4S,5S,6R)-3,4,5-tris-benzoyloxy-6-phenylsulfanyl-tetrahydro-pyran-2-ylmethyl ester

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Technology Process of Succinic acid (2S,3R,4S,5R,6R)-3-benzoyloxy-2-benzyloxy-6-benzyloxymethyl-5-hydroxy-tetrahydro-pyran-4-yl ester (2R,3R,4S,5S,6R)-3,4,5-tris-benzoyloxy-6-phenylsulfanyl-tetrahydro-pyran-2-ylmethyl ester

There total 3 articles about Succinic acid (2S,3R,4S,5R,6R)-3-benzoyloxy-2-benzyloxy-6-benzyloxymethyl-5-hydroxy-tetrahydro-pyran-4-yl ester (2R,3R,4S,5S,6R)-3,4,5-tris-benzoyloxy-6-phenylsulfanyl-tetrahydro-pyran-2-ylmethyl 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: 93.0%

: Succinic acid (4aR,6S,7R,8S,8aR)-7-benzoyloxy-6-benzyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester (2R,3R,4S,5S,6R)-3,4,5-tris-benzoyloxy-6-phenylsulfanyl-tetrahydro-pyran-2-ylmethyl ester

: 262605-43-6
Succinic acid (2S,3R,4S,5R,6R)-3-benzoyloxy-2-benzyloxy-6-benzyloxymethyl-5-hydroxy-tetrahydro-pyran-4-yl ester (2R,3R,4S,5S,6R)-3,4,5-tris-benzoyloxy-6-phenylsulfanyl-tetrahydro-pyran-2-ylmethyl ester

Guidance literature:: With hydrogenchloride; diethyl ether; sodium cyanoborohydride;
DOI:10.1016/S0040-4020(99)01053-4

Reference yield:

: 150935-65-2
phenyl 2,3,4-tri-O-benzoyl-1-thio-α-D-mannopyranoside

: 262605-43-6
Succinic acid (2S,3R,4S,5R,6R)-3-benzoyloxy-2-benzyloxy-6-benzyloxymethyl-5-hydroxy-tetrahydro-pyran-4-yl ester (2R,3R,4S,5S,6R)-3,4,5-tris-benzoyloxy-6-phenylsulfanyl-tetrahydro-pyran-2-ylmethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 82 percent / DMAP

2: 73 percent / DCC; DMAP

3: 93 percent / HCl/Et₂O; NaCNBH₃

With hydrogenchloride; dmap; diethyl ether; sodium cyanoborohydride; dicyclohexyl-carbodiimide; 1: Acylation / 2: Esterification / 3: Ring cleavage;
DOI:10.1016/S0040-4020(99)01053-4

Reference yield:

: 262605-41-4
Succinic acid mono-((2R,3R,4S,5S,6R)-3,4,5-tris-benzoyloxy-6-phenylsulfanyl-tetrahydro-pyran-2-ylmethyl) ester

: 262605-43-6
Succinic acid (2S,3R,4S,5R,6R)-3-benzoyloxy-2-benzyloxy-6-benzyloxymethyl-5-hydroxy-tetrahydro-pyran-4-yl ester (2R,3R,4S,5S,6R)-3,4,5-tris-benzoyloxy-6-phenylsulfanyl-tetrahydro-pyran-2-ylmethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 73 percent / DCC; DMAP

2: 93 percent / HCl/Et₂O; NaCNBH₃

With hydrogenchloride; dmap; diethyl ether; sodium cyanoborohydride; dicyclohexyl-carbodiimide; 1: Esterification / 2: Ring cleavage;
DOI:10.1016/S0040-4020(99)01053-4