Benzoic acid (2R,3S,4S,5S,6S)-4,5-bis-benzyloxy-6-[(R)-1-benzyloxy-2-(dimethyl-phenyl-silanyl)-ethyl]-2-ethylsulfanyl-tetrahydro-pyran-3-yl ester

Base Information

Chemical Name:Benzoic acid (2R,3S,4S,5S,6S)-4,5-bis-benzyloxy-6-[(R)-1-benzyloxy-2-(dimethyl-phenyl-silanyl)-ethyl]-2-ethylsulfanyl-tetrahydro-pyran-3-yl ester
CAS No.:195192-42-8
Molecular Formula:C₄₅H₅₀O₆SSi
Molecular Weight:747.04
Hs Code.:

Synonyms:Benzoic acid (2R,3S,4S,5S,6S)-4,5-bis-benzyloxy-6-[(R)-1-benzyloxy-2-(dimethyl-phenyl-silanyl)-ethyl]-2-ethylsulfanyl-tetrahydro-pyran-3-yl ester

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Chemical Property of Benzoic acid (2R,3S,4S,5S,6S)-4,5-bis-benzyloxy-6-[(R)-1-benzyloxy-2-(dimethyl-phenyl-silanyl)-ethyl]-2-ethylsulfanyl-tetrahydro-pyran-3-yl ester

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Technology Process of Benzoic acid (2R,3S,4S,5S,6S)-4,5-bis-benzyloxy-6-[(R)-1-benzyloxy-2-(dimethyl-phenyl-silanyl)-ethyl]-2-ethylsulfanyl-tetrahydro-pyran-3-yl ester

There total 11 articles about Benzoic acid (2R,3S,4S,5S,6S)-4,5-bis-benzyloxy-6-[(R)-1-benzyloxy-2-(dimethyl-phenyl-silanyl)-ethyl]-2-ethylsulfanyl-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: 89.0%

: 98-88-4
benzoyl chloride

: 195192-40-6
(2R,3S,4R,5S,6S)-4,5-Bis-benzyloxy-6-[(R)-1-benzyloxy-2-(dimethyl-phenyl-silanyl)-ethyl]-2-ethylsulfanyl-tetrahydro-pyran-3-ol

: 195192-42-8
Benzoic acid (2R,3S,4S,5S,6S)-4,5-bis-benzyloxy-6-[(R)-1-benzyloxy-2-(dimethyl-phenyl-silanyl)-ethyl]-2-ethylsulfanyl-tetrahydro-pyran-3-yl ester

Guidance literature:: In pyridine; for 1h;

Reference yield:

: 7473-36-1,13533-58-9,36400-88-1,56245-60-4,73494-52-7,73804-33-8,128946-17-8,686299-00-3
ethyl 1-thio-α-D-mannopyranoside

: 195192-42-8
Benzoic acid (2R,3S,4S,5S,6S)-4,5-bis-benzyloxy-6-[(R)-1-benzyloxy-2-(dimethyl-phenyl-silanyl)-ethyl]-2-ethylsulfanyl-tetrahydro-pyran-3-yl ester

Guidance literature:: Multi-step reaction with 10 steps

1: pyridine / 5 h

2: 70 percent / CSA / acetone / 16 h

3: 76 percent / NaH, TBAI / dimethylformamide / 5 h

4: 78 percent / pyrrole, TFA / CH₂Cl₂ / 0.17 h / 0 °C

5: 1.) (COCl)2, DMSO, 2.) DIPEA / 1.) CH₂Cl₂, -60 deg C, 30 min, 2.) -60 deg C -> room temperature

6: 1.) Mg, 1,2-dibromoethane / 1.) Et₂O, reflux, 2.) Et₂O, 0 deg C, 1 h

7: 82 percent / NaH, TBAI / dimethylformamide / 5 h

8: AcOH, H₂O / 16 h / 50 °C

9: 1.) Bu₂SnO, 2.) CsF, NaI / 11.) MeOH, reflux, 2.) DMF, 16 h

10: 89 percent / pyridine / 1 h

With pyrrole; oxalyl dichloride; camphor-10-sulfonic acid; water; tetra-(n-butyl)ammonium iodide; sodium hydride; di(n-butyl)tin oxide; magnesium; acetic acid; dimethyl sulfoxide; ethylene dibromide; N-ethyl-N,N-diisopropylamine; cesium fluoride; trifluoroacetic acid; sodium iodide; In pyridine; dichloromethane; N,N-dimethyl-formamide; acetone;

Reference yield:

: 128850-48-6
ethyl 1-thio-6-O-triphenylmethyl-α-D-mannopyranoside

: 195192-42-8
Benzoic acid (2R,3S,4S,5S,6S)-4,5-bis-benzyloxy-6-[(R)-1-benzyloxy-2-(dimethyl-phenyl-silanyl)-ethyl]-2-ethylsulfanyl-tetrahydro-pyran-3-yl ester

Guidance literature:: Multi-step reaction with 9 steps

1: 70 percent / CSA / acetone / 16 h

2: 76 percent / NaH, TBAI / dimethylformamide / 5 h

3: 78 percent / pyrrole, TFA / CH₂Cl₂ / 0.17 h / 0 °C

4: 1.) (COCl)2, DMSO, 2.) DIPEA / 1.) CH₂Cl₂, -60 deg C, 30 min, 2.) -60 deg C -> room temperature

5: 1.) Mg, 1,2-dibromoethane / 1.) Et₂O, reflux, 2.) Et₂O, 0 deg C, 1 h

6: 82 percent / NaH, TBAI / dimethylformamide / 5 h

7: AcOH, H₂O / 16 h / 50 °C

8: 1.) Bu₂SnO, 2.) CsF, NaI / 11.) MeOH, reflux, 2.) DMF, 16 h

9: 89 percent / pyridine / 1 h

With pyrrole; oxalyl dichloride; camphor-10-sulfonic acid; water; tetra-(n-butyl)ammonium iodide; sodium hydride; di(n-butyl)tin oxide; magnesium; acetic acid; dimethyl sulfoxide; ethylene dibromide; N-ethyl-N,N-diisopropylamine; cesium fluoride; trifluoroacetic acid; sodium iodide; In pyridine; dichloromethane; N,N-dimethyl-formamide; acetone;