2,2,2-Trichloro-acetimidic acid (2R,3S,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-3-phenylmethanesulfonyloxy-tetrahydro-pyran-2-yl ester

Base Information

Chemical Name:2,2,2-Trichloro-acetimidic acid (2R,3S,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-3-phenylmethanesulfonyloxy-tetrahydro-pyran-2-yl ester
CAS No.:478551-68-7
Molecular Formula:C₃₆H₃₆Cl₃NO₈S
Molecular Weight:749.109
Hs Code.:

2,2,2-Trichloro-acetimidic acid (2R,3S,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-3-phenylmethanesulfonyloxy-tetrahydro-pyran-2-yl ester

Synonyms:2,2,2-Trichloro-acetimidic acid (2R,3S,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-3-phenylmethanesulfonyloxy-tetrahydro-pyran-2-yl ester

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Chemical Property of 2,2,2-Trichloro-acetimidic acid (2R,3S,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-3-phenylmethanesulfonyloxy-tetrahydro-pyran-2-yl ester

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Technology Process of 2,2,2-Trichloro-acetimidic acid (2R,3S,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-3-phenylmethanesulfonyloxy-tetrahydro-pyran-2-yl ester

There total 4 articles about 2,2,2-Trichloro-acetimidic acid (2R,3S,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-3-phenylmethanesulfonyloxy-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: 97.0%

: 545-06-2
trichloroacetonitrile

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

: 478551-68-7
2,2,2-Trichloro-acetimidic acid (2R,3S,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-3-phenylmethanesulfonyloxy-tetrahydro-pyran-2-yl ester

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane;
DOI:10.1002/1521-3773(20020816)41:16<2972::AID-ANIE2972>3.0.CO;2-4

Reference yield:

: 20672-66-6
3,4,6-tri-O-benzyl-D-mannopyranose

: 478551-68-7
2,2,2-Trichloro-acetimidic acid (2R,3S,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-3-phenylmethanesulfonyloxy-tetrahydro-pyran-2-yl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 95 percent / imidazole / dimethylformamide

2: 92 percent / pyridine

3: 90 percent / tetra-n-butylammonium fluoride / tetrahydrofuran

4: 97 percent / 1,8-diazabicyclo[5.4.0]undec-7-ene / CH₂Cl₂

With pyridine; 1H-imidazole; tetrabutyl ammonium fluoride; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1002/1521-3773(20020816)41:16<2972::AID-ANIE2972>3.0.CO;2-4

Reference yield:

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

: 478551-68-7
2,2,2-Trichloro-acetimidic acid (2R,3S,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-3-phenylmethanesulfonyloxy-tetrahydro-pyran-2-yl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 92 percent / pyridine

2: 90 percent / tetra-n-butylammonium fluoride / tetrahydrofuran

3: 97 percent / 1,8-diazabicyclo[5.4.0]undec-7-ene / CH₂Cl₂

With pyridine; tetrabutyl ammonium fluoride; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; dichloromethane;
DOI:10.1002/1521-3773(20020816)41:16<2972::AID-ANIE2972>3.0.CO;2-4