Thiobenzoic acid O-[(2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-(2,2,2-trichloro-acetimidoyloxy)-tetrahydro-pyran-3-yl] ester

Base Information

Chemical Name:Thiobenzoic acid O-[(2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-(2,2,2-trichloro-acetimidoyloxy)-tetrahydro-pyran-3-yl] ester
CAS No.:207292-98-6
Molecular Formula:C₃₆H₃₄Cl₃NO₆S
Molecular Weight:715.094
Hs Code.:

Synonyms:Thiobenzoic acid O-[(2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-(2,2,2-trichloro-acetimidoyloxy)-tetrahydro-pyran-3-yl] ester

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Chemical Property of Thiobenzoic acid O-[(2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-(2,2,2-trichloro-acetimidoyloxy)-tetrahydro-pyran-3-yl] ester

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Technology Process of Thiobenzoic acid O-[(2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-(2,2,2-trichloro-acetimidoyloxy)-tetrahydro-pyran-3-yl] ester

There total 5 articles about Thiobenzoic acid O-[(2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-(2,2,2-trichloro-acetimidoyloxy)-tetrahydro-pyran-3-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: 92.0%

: 545-06-2
trichloroacetonitrile

: Thiobenzoic acid O-((3R,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-hydroxy-tetrahydro-pyran-3-yl) ester

: 207292-98-6
Thiobenzoic acid O-[(2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-(2,2,2-trichloro-acetimidoyloxy)-tetrahydro-pyran-3-yl] ester

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene;
DOI:10.1055/s-1998-1689

Reference yield:

: 79218-68-1,88988-46-9,93495-88-6,108869-76-7,127875-27-8,127875-34-7,129214-38-6,148968-88-1
2-O-acetyl-3,4,6-tri-O-benzyl-D-glucopyranose

: 207292-98-6
Thiobenzoic acid O-[(2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-(2,2,2-trichloro-acetimidoyloxy)-tetrahydro-pyran-3-yl] ester

Guidance literature:: Multi-step reaction with 5 steps

1: imidazole / CH₂Cl₂

2: NaOMe, MeOH / -20 °C

3: 1.) pyridine, 2.) H₂S, pyridine

4: 89 percent / TBAF / tetrahydrofuran

5: 92 percent / DBU

With pyridine; 1H-imidazole; methanol; hydrogen sulfide; tetrabutyl ammonium fluoride; sodium methylate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; dichloromethane;
DOI:10.1055/s-1998-1689

Reference yield:

: 176169-42-9
(2S,3R,4R,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-[dimethyl-(1,1,2-trimethyl-propyl)-silanyloxy]-tetrahydro-pyran-3-ol

: 207292-98-6
Thiobenzoic acid O-[(2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-(2,2,2-trichloro-acetimidoyloxy)-tetrahydro-pyran-3-yl] ester

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) pyridine, 2.) H₂S, pyridine

2: 89 percent / TBAF / tetrahydrofuran

3: 92 percent / DBU

With pyridine; hydrogen sulfide; tetrabutyl ammonium fluoride; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran;
DOI:10.1055/s-1998-1689