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

Base Information

Chemical Name:Succinic acid (2S,4aS,6R,7S,8R,8aS)-7-benzoyloxy-6-benzyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester (2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-phenylsulfanyl-tetrahydro-pyran-2-ylmethyl ester
CAS No.:200941-42-0
Molecular Formula:C₆₄H₆₂O₁₄S
Molecular Weight:1087.25
Hs Code.:

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

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

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

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

There total 13 articles about Succinic acid (2S,4aS,6R,7S,8R,8aS)-7-benzoyloxy-6-benzyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester (2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-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: 62.0%

: 200941-41-9
benzyl 2-O-benzoyl-4,6-O-benzylidene-α-L-glucopyranoside

: 200941-39-5
Succinic acid mono-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-phenylsulfanyl-tetrahydro-pyran-2-ylmethyl) ester

: 200941-42-0
Succinic acid (2S,4aS,6R,7S,8R,8aS)-7-benzoyloxy-6-benzyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester (2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-phenylsulfanyl-tetrahydro-pyran-2-ylmethyl ester

Guidance literature:: With dmap; dicyclohexyl-carbodiimide; In dichloromethane; for 18h; Ambient temperature;
DOI:10.1002/(SICI)1099-0690(199801)1998:1<163::AID-EJOC163>3.0.CO;2-I

Reference yield:

: 100-39-0
benzyl bromide

: 200941-42-0
Succinic acid (2S,4aS,6R,7S,8R,8aS)-7-benzoyloxy-6-benzyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester (2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-phenylsulfanyl-tetrahydro-pyran-2-ylmethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 85 percent / 1.) NaH / dimethylformamide / 3 h / Ambient temperature; 1.) 0 deg C

2: 78 percent / p-toluenesulfonic acid / CHCl₃; methanol / 0.67 h / Ambient temperature

3: 92 percent / DMAP, pyridine / 24 h / Ambient temperature

4: 62 percent / DCC, DMAP / CH₂Cl₂ / 18 h / Ambient temperature

With pyridine; dmap; sodium hydride; toluene-4-sulfonic acid; dicyclohexyl-carbodiimide; In methanol; dichloromethane; chloroform; N,N-dimethyl-formamide;
DOI:10.1002/(SICI)1099-0690(199801)1998:1<163::AID-EJOC163>3.0.CO;2-I

Reference yield:

: 100-52-7
benzaldehyde

: 200941-42-0
Succinic acid (2S,4aS,6R,7S,8R,8aS)-7-benzoyloxy-6-benzyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester (2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-phenylsulfanyl-tetrahydro-pyran-2-ylmethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: ZnCl₂ / 4 h / 70 °C

2: 1.) 1-hyroxybenzotriazole; 2.) Et₃N / 1.) CH₂Cl₂, 30 min; CH₂Cl₂, room temp., 24 h

3: 62 percent / DCC, DMAP / CH₂Cl₂ / 18 h / Ambient temperature

With dmap; benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; zinc(II) chloride; In dichloromethane;
DOI:10.1002/(SICI)1099-0690(199801)1998:1<163::AID-EJOC163>3.0.CO;2-I