Ethyl 4-O-benzyl-6-O-tert-butyldimethylsilyl-1-thio-α-D-mannopyranoside

Base Information

Chemical Name:Ethyl 4-O-benzyl-6-O-tert-butyldimethylsilyl-1-thio-α-D-mannopyranoside
CAS No.:220679-85-6
Molecular Formula:C₂₁H₃₆O₅SSi
Molecular Weight:428.665
Hs Code.:

Synonyms:Ethyl 4-O-benzyl-6-O-tert-butyldimethylsilyl-1-thio-α-D-mannopyranoside

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of Ethyl 4-O-benzyl-6-O-tert-butyldimethylsilyl-1-thio-α-D-mannopyranoside

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Technology Process of Ethyl 4-O-benzyl-6-O-tert-butyldimethylsilyl-1-thio-α-D-mannopyranoside

There total 8 articles about Ethyl 4-O-benzyl-6-O-tert-butyldimethylsilyl-1-thio-α-D-mannopyranoside 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:

: 18162-48-6
tert-butyldimethylsilyl chloride

: (2R,3S,4R,5S,6R)-5-Benzyloxy-2-ethylsulfanyl-6-hydroxymethyl-tetrahydro-pyran-3,4-diol

: 220679-85-6
Ethyl 4-O-benzyl-6-O-tert-butyldimethylsilyl-1-thio-α-D-mannopyranoside

Guidance literature:: With 1H-imidazole; In tetrahydrofuran; Yield given;
DOI:10.1002/(SICI)1521-3773(19981231)37:24<3423::AID-ANIE3423>3.0.CO;2-I

Reference yield:

: 220679-84-5
ethyl 1-thio-4-O-benzyl-6-O-tert-butyldiphenylsilyl-α-D-mannopyranoside

: 220679-85-6
Ethyl 4-O-benzyl-6-O-tert-butyldimethylsilyl-1-thio-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: TBAF / tetrahydrofuran

2: imidazole / tetrahydrofuran

With 1H-imidazole; tetrabutyl ammonium fluoride; In tetrahydrofuran;
DOI:10.1002/(SICI)1521-3773(19981231)37:24<3423::AID-ANIE3423>3.0.CO;2-I

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

: 220679-85-6
Ethyl 4-O-benzyl-6-O-tert-butyldimethylsilyl-1-thio-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: imidazole / toluene / 4 h / 20 °C

2: PPTS / acetone / 24 h / 20 °C

3: NaH / dimethylformamide / 12 h / 20 °C

4: TBAF / tetrahydrofuran / 12 h / 20 °C

5: AcOH; H₂O / 6 h / 60 °C

6: imidazole / tetrahydrofuran / 2 h / 20 °C

With 1H-imidazole; tetrabutyl ammonium fluoride; water; pyridinium p-toluenesulfonate; sodium hydride; acetic acid; In tetrahydrofuran; N,N-dimethyl-formamide; acetone; toluene; 1: Etherification / 2: Etherification / 3: Etherification / 4: Desilylation / 5: Hydrolysis / 6: Etherification;