p-tert-Butylphenyl 6-O-(tert-butyldimethylsilyl)-2,3-dideoxy-α-D-threo-hex-2-enopyranoside

Base Information

Chemical Name:p-tert-Butylphenyl 6-O-(tert-butyldimethylsilyl)-2,3-dideoxy-α-D-threo-hex-2-enopyranoside
CAS No.:201233-06-9
Molecular Formula:C₂₂H₃₆O₄Si
Molecular Weight:392.611
Hs Code.:

Synonyms:p-tert-Butylphenyl 6-O-(tert-butyldimethylsilyl)-2,3-dideoxy-α-D-threo-hex-2-enopyranoside

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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 p-tert-Butylphenyl 6-O-(tert-butyldimethylsilyl)-2,3-dideoxy-α-D-threo-hex-2-enopyranoside

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Technology Process of p-tert-Butylphenyl 6-O-(tert-butyldimethylsilyl)-2,3-dideoxy-α-D-threo-hex-2-enopyranoside

There total 3 articles about p-tert-Butylphenyl 6-O-(tert-butyldimethylsilyl)-2,3-dideoxy-α-D-threo-hex-2-enopyranoside 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

: 201233-06-9
p-tert-Butylphenyl 6-O-(tert-butyldimethylsilyl)-2,3-dideoxy-α-D-threo-hex-2-enopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: imidazole, Et₃N / CH₂Cl₂ / 24 h / Ambient temperature

2: 1.) ClCH₂COOH, PPh₃, DEAD, 2.) CH₃ONa / 1.) toluol, 0 deg C, 30 min; room temperature, 24 h, 2.) MeOH, 1 h

With 1H-imidazole; sodium methylate; triethylamine; chloroacetic acid; triphenylphosphine; diethylazodicarboxylate; In dichloromethane;
DOI:10.1021/jo9714674

Reference yield:

: (2R,3S)-6-(4-tert-Butyl-phenoxy)-2-hydroxymethyl-3,6-dihydro-2H-pyran-3-ol

: 201233-06-9
p-tert-Butylphenyl 6-O-(tert-butyldimethylsilyl)-2,3-dideoxy-α-D-threo-hex-2-enopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: imidazole, Et₃N / CH₂Cl₂ / 24 h / Ambient temperature

2: 1.) ClCH₂COOH, PPh₃, DEAD, 2.) CH₃ONa / 1.) toluol, 0 deg C, 30 min; room temperature, 24 h, 2.) MeOH, 1 h

With 1H-imidazole; sodium methylate; triethylamine; chloroacetic acid; triphenylphosphine; diethylazodicarboxylate; In dichloromethane;
DOI:10.1021/jo9714674

Reference yield:

: 201233-05-8
p-tert-Butylphenyl 6-O-(tert-butyldimethylsilyl)-2,3-dideoxy-α-D-erythro-hex-2-enopyranoside

: 201233-06-9
p-tert-Butylphenyl 6-O-(tert-butyldimethylsilyl)-2,3-dideoxy-α-D-threo-hex-2-enopyranoside

Guidance literature:: With sodium methylate; chloroacetic acid; triphenylphosphine; diethylazodicarboxylate; Yield given. Multistep reaction; 1.) toluol, 0 deg C, 30 min; room temperature, 24 h, 2.) MeOH, 1 h;
DOI:10.1021/jo9714674