ethyl 3,4-di-O-benzyl-2-O-pivaloyl-1-thio-6-O-triisopropylsilyl-β-D-mannopyranoside

Base Information

Chemical Name:ethyl 3,4-di-O-benzyl-2-O-pivaloyl-1-thio-6-O-triisopropylsilyl-β-D-mannopyranoside
CAS No.:196704-23-1
Molecular Formula:C₃₆H₅₆O₆SSi
Molecular Weight:644.989
Hs Code.:

Synonyms:ethyl 3,4-di-O-benzyl-2-O-pivaloyl-1-thio-6-O-triisopropylsilyl-β-D-mannopyranoside

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Chemical Property of ethyl 3,4-di-O-benzyl-2-O-pivaloyl-1-thio-6-O-triisopropylsilyl-β-D-mannopyranoside

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Technology Process of ethyl 3,4-di-O-benzyl-2-O-pivaloyl-1-thio-6-O-triisopropylsilyl-β-D-mannopyranoside

There total 6 articles about ethyl 3,4-di-O-benzyl-2-O-pivaloyl-1-thio-6-O-triisopropylsilyl-β-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: 97.0%

: 3282-30-2
pivaloyl chloride

: 196704-01-5
thioethyl 3,4-di-O-benzyl-6-O-triisopropylsilyl-β-D-mannopyranoside

: 196704-23-1
ethyl 3,4-di-O-benzyl-2-O-pivaloyl-1-thio-6-O-triisopropylsilyl-β-D-mannopyranoside

Guidance literature:: With dmap; In dichloromethane; at 20 ℃; for 0.5h;
DOI:10.1021/ja971640d

Reference yield:

: 196703-97-6
thioethyl 3,4-di-O-benzyl-6-O-triisopropylsilyl-β-D-glucopyranoside

: 196704-23-1
ethyl 3,4-di-O-benzyl-2-O-pivaloyl-1-thio-6-O-triisopropylsilyl-β-D-mannopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1.1: Ac₂O / dimethylsulfoxide

1.2: 72 percent / NaBH₄

2.1: DMAP

With dmap; acetic anhydride; In dimethyl sulfoxide;
DOI:10.1021/ja016227r

Reference yield:

: 196703-95-4
1,5-anhydro-2-deoxy-3,4-di-O-benzyl-6-O-triisopropylsilyl-D-arabino-hex-1-enitol

: 196704-23-1
ethyl 3,4-di-O-benzyl-2-O-pivaloyl-1-thio-6-O-triisopropylsilyl-β-D-mannopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1.1: dimethyldioxirane / CH₂Cl₂; acetone / 0.25 h / 0 °C

2.1: 66 percent / TFAA

3.1: Ac₂O / dimethylsulfoxide

3.2: 72 percent / NaBH₄

4.1: DMAP

With dmap; 3,3-dimethyldioxirane; acetic anhydride; trifluoroacetic anhydride; In dichloromethane; dimethyl sulfoxide; acetone;
DOI:10.1021/ja016227r