4-tert-butyldiphenylsiloxy-2Z-buten-1-yl 4,6-O-benzylidene-2,3-di-O-p-bromobenzyl-β-D-mannopyranoside

Base Information

Chemical Name:4-tert-butyldiphenylsiloxy-2Z-buten-1-yl 4,6-O-benzylidene-2,3-di-O-p-bromobenzyl-β-D-mannopyranoside
CAS No.:407616-94-8
Molecular Formula:C₄₇H₅₀Br₂O₇Si
Molecular Weight:914.803
Hs Code.:

Synonyms:4-tert-butyldiphenylsiloxy-2Z-buten-1-yl 4,6-O-benzylidene-2,3-di-O-p-bromobenzyl-β-D-mannopyranoside

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Chemical Property of 4-tert-butyldiphenylsiloxy-2Z-buten-1-yl 4,6-O-benzylidene-2,3-di-O-p-bromobenzyl-β-D-mannopyranoside

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Technology Process of 4-tert-butyldiphenylsiloxy-2Z-buten-1-yl 4,6-O-benzylidene-2,3-di-O-p-bromobenzyl-β-D-mannopyranoside

There total 5 articles about 4-tert-butyldiphenylsiloxy-2Z-buten-1-yl 4,6-O-benzylidene-2,3-di-O-p-bromobenzyl-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: 73.0%

: 87770-83-0
(Z)-4-((tert-butyldiphenylsilyl)oxy)but-2-en-1-ol

: 407616-86-8
(R_S)-S-phenyl 2,3-di-O-p-bromobenzyl-4,6-O-benzylidene-1-thia-α-D-mannopyranoside S-oxide

: 407616-94-8
4-tert-butyldiphenylsiloxy-2Z-buten-1-yl 4,6-O-benzylidene-2,3-di-O-p-bromobenzyl-β-D-mannopyranoside

Guidance literature:: (R_S)-S-phenyl 2,3-di-O-p-bromobenzyl-4,6-O-benzylidene-1-thia-α-D-mannopyranoside S-oxide; With trifluoromethylsulfonic anhydride; 3 A molecular sieve; 2,4,6-tri-tert-butylpyrimidine; In dichloromethane; at -75 ℃; for 0.25h;

(Z)-4-((tert-butyldiphenylsilyl)oxy)but-2-en-1-ol; In dichloromethane; at -70 ℃; for 1h;
DOI:10.1016/S0040-4020(01)01087-0

Reference yield: 6.0%

: 87770-83-0
(Z)-4-((tert-butyldiphenylsilyl)oxy)but-2-en-1-ol

: 407616-83-5
S-phenyl 2,3-di-O-p-bromobenzyl-4,6-O-benzylidene-1-thia-α-D-mannopyranoside

: 407616-94-8
4-tert-butyldiphenylsiloxy-2Z-buten-1-yl 4,6-O-benzylidene-2,3-di-O-p-bromobenzyl-β-D-mannopyranoside

: 4-tert-butyldiphenylsiloxy-2Z-buten-1-yl 4,6-O-benzylidene-2,3-di-O-p-bromobenzyl-α-D-mannopyranoside

Guidance literature:: S-phenyl 2,3-di-O-p-bromobenzyl-4,6-O-benzylidene-1-thia-α-D-mannopyranoside; With 1-benzenesulfinyl piperidine; 3 A molecular sieve; 2,4,6-tri-tert-butylpyrimidine; trifluoromethylsulfonic anhydride; In dichloromethane; at -60 ℃; for 0.0833333h;

(Z)-4-((tert-butyldiphenylsilyl)oxy)but-2-en-1-ol; In dichloromethane; at -60 - 20 ℃;
DOI:10.1016/S0040-4020(01)01087-0

Reference yield:

: 58479-61-1
tert-butylchlorodiphenylsilane

: 407616-94-8
4-tert-butyldiphenylsiloxy-2Z-buten-1-yl 4,6-O-benzylidene-2,3-di-O-p-bromobenzyl-β-D-mannopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1.1: 81 percent / NaH / diethyl ether / 3 h / 20 °C

2.1: 1-(benzenesulfinyl)piperidine; 2,4,6-tri-tert-butylpyrimidine; 3 Angstroem molecular sieves / triflic anhydride / CH₂Cl₂ / 0.08 h / -60 °C

2.2: 84 percent / CH₂Cl₂ / -60 - 20 °C

With 1-benzenesulfinyl piperidine; 3 A molecular sieve; sodium hydride; 2,4,6-tri-tert-butylpyrimidine; trifluoromethylsulfonic anhydride; In diethyl ether; dichloromethane;
DOI:10.1016/S0040-4020(01)01087-0