ethyl 2-O-benzoyl-3-O-benzyl-5-O-tert-butyldiphenylsilyl-1-thio-α-D-arabinofuranoside

Base Information

Chemical Name:ethyl 2-O-benzoyl-3-O-benzyl-5-O-tert-butyldiphenylsilyl-1-thio-α-D-arabinofuranoside
CAS No.:310880-65-0
Molecular Formula:C₃₇H₄₂O₅SSi
Molecular Weight:626.889
Hs Code.:

Synonyms:ethyl 2-O-benzoyl-3-O-benzyl-5-O-tert-butyldiphenylsilyl-1-thio-α-D-arabinofuranoside

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Chemical Property of ethyl 2-O-benzoyl-3-O-benzyl-5-O-tert-butyldiphenylsilyl-1-thio-α-D-arabinofuranoside

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Technology Process of ethyl 2-O-benzoyl-3-O-benzyl-5-O-tert-butyldiphenylsilyl-1-thio-α-D-arabinofuranoside

There total 10 articles about ethyl 2-O-benzoyl-3-O-benzyl-5-O-tert-butyldiphenylsilyl-1-thio-α-D-arabinofuranoside 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: 93.0%

: 58479-61-1
tert-butylchlorodiphenylsilane

: 282107-51-1
Ethyl 2-O-benzoyl-3-O-benzyl-1-thio-α-D-arabinofuranoside

: 310880-65-0
ethyl 2-O-benzoyl-3-O-benzyl-5-O-tert-butyldiphenylsilyl-1-thio-α-D-arabinofuranoside

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃; for 1h;
DOI:10.1016/S0040-4039(00)01273-9

Reference yield:

: 3-O-Benzyl benzylidene D-arabinofuranose

: 310880-65-0
ethyl 2-O-benzoyl-3-O-benzyl-5-O-tert-butyldiphenylsilyl-1-thio-α-D-arabinofuranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 80 percent / SnCl₄

2: 93 percent / imidazole / dimethylformamide / 1 h / 20 °C

With 1H-imidazole; tin(IV) chloride; In N,N-dimethyl-formamide; 1: Ring cleavage / 2: Etherification;
DOI:10.1016/S0040-4039(00)01273-9

Reference yield:

: 100-39-0
benzyl bromide

: 310880-65-0
ethyl 2-O-benzoyl-3-O-benzyl-5-O-tert-butyldiphenylsilyl-1-thio-α-D-arabinofuranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 82 percent / NaH / dimethylformamide / 1 h / 20 °C

2: 80 percent / SnCl₄; 4 Angstroem molecular sieves / CH₂Cl₂ / 0.5 h / -18 °C

3: 92 percent / imidazole / dimethylformamide / 1 h / 20 °C

With 1H-imidazole; 4 A molecular sieve; tin(IV) chloride; sodium hydride; In dichloromethane; N,N-dimethyl-formamide; 1: Etherification / 2: Ring cleavage / 3: Substitution;
DOI:10.1039/b000873g