(Z)-4-(tert-butyldiphenylsilyloxy)but-2-en-1-yl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranoside

Base Information

Chemical Name:(Z)-4-(tert-butyldiphenylsilyloxy)but-2-en-1-yl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranoside
CAS No.:444085-54-5
Molecular Formula:C₃₄H₄₅NO₁₀Si
Molecular Weight:655.817
Hs Code.:

Synonyms:(Z)-4-(tert-butyldiphenylsilyloxy)but-2-en-1-yl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranoside

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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 (Z)-4-(tert-butyldiphenylsilyloxy)but-2-en-1-yl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranoside

Chemical Property:

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Technology Process of (Z)-4-(tert-butyldiphenylsilyloxy)but-2-en-1-yl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranoside

There total 5 articles about (Z)-4-(tert-butyldiphenylsilyloxy)but-2-en-1-yl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranoside 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: 92.0%

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

: 10378-06-0,20757-53-3,35954-65-5,123483-77-2,134308-33-1
2-methyl-(3,4,6-tri-O-acetyl-1,2-dideoxy-α-D-glucopyranoso)[1,2-d]-2-oxazoline

: 444085-54-5
(Z)-4-(tert-butyldiphenylsilyloxy)but-2-en-1-yl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranoside

Guidance literature:: With copper dichloride; In chloroform; for 2h; Further Variations:; Reagents; Solvents; Temperatures; Product distribution; Heating;
DOI:10.1002/1099-0690(200204)2002:8<1363::AID-EJOC1363>3.0.CO;2-#

Reference yield:

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

: 444085-54-5
(Z)-4-(tert-butyldiphenylsilyloxy)but-2-en-1-yl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 86 percent / MeOTf / CH₂Cl₂

2: Zn; AcOH

3: pyridine

With pyridine; acetic acid; methyl trifluoromethanesulfonate; zinc; In dichloromethane;
DOI:10.1002/1521-3773(20001201)39:23<4348::AID-ANIE4348>3.0.CO;2-X

Reference yield:

: 144923-59-1
ethyl 3,4,6-tri-O-acetyl-2-deoxy-1-thio-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-glucopyranoside

: 444085-54-5
(Z)-4-(tert-butyldiphenylsilyloxy)but-2-en-1-yl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 86 percent / MeOTf / CH₂Cl₂

2: Zn; AcOH

3: pyridine

With pyridine; acetic acid; methyl trifluoromethanesulfonate; zinc; In dichloromethane;
DOI:10.1002/1521-3773(20001201)39:23<4348::AID-ANIE4348>3.0.CO;2-X