Methyl 4,6-O-Bezylidene-2,3-dideoxy-3,2-C-<(3'S)-3'-hydroxybutan-1'-yl-4'-ylidene>-3-C-methyl-α-D-arabino-hexopyranoside

Base Information

Chemical Name:Methyl 4,6-O-Bezylidene-2,3-dideoxy-3,2-C-<(3'S)-3'-hydroxybutan-1'-yl-4'-ylidene>-3-C-methyl-α-D-arabino-hexopyranoside
CAS No.:127783-21-5
Molecular Formula:C₁₉H₂₄O₅
Molecular Weight:332.397
Hs Code.:

Synonyms:Methyl 4,6-O-Bezylidene-2,3-dideoxy-3,2-C-<(3'S)-3'-hydroxybutan-1'-yl-4'-ylidene>-3-C-methyl-α-D-arabino-hexopyranoside

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Chemical Property of Methyl 4,6-O-Bezylidene-2,3-dideoxy-3,2-C-<(3'S)-3'-hydroxybutan-1'-yl-4'-ylidene>-3-C-methyl-α-D-arabino-hexopyranoside

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Technology Process of Methyl 4,6-O-Bezylidene-2,3-dideoxy-3,2-C-<(3'S)-3'-hydroxybutan-1'-yl-4'-ylidene>-3-C-methyl-α-D-arabino-hexopyranoside

There total 5 articles about Methyl 4,6-O-Bezylidene-2,3-dideoxy-3,2-C-<(3'S)-3'-hydroxybutan-1'-yl-4'-ylidene>-3-C-methyl-α-D-arabino-hexopyranoside 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: 91.0%

: 135056-65-4
Methyl 3,2-C<(3'S)-3'-Benzoyloxybutan-1'-yl-4'-ylidene>-4,6-O-benzylidene-2,3-dideoxy-3-C-methyl-α-D-arabino-hexopyranoside

: 127783-21-5
Methyl 4,6-O-Bezylidene-2,3-dideoxy-3,2-C-<(3'S)-3'-hydroxybutan-1'-yl-4'-ylidene>-3-C-methyl-α-D-arabino-hexopyranoside

Guidance literature:: With potassium carbonate; In methanol; for 3.5h; Ambient temperature;

Reference yield:

: 127910-93-4
Methyl 4,6-O-Benzylidene-2,3-dideoxy-3,2-C-<(3'R)-3'-hydroxybutan-1'-yl-4'-ylidene>-3-C-methyl-α-D-arabino-hexopyranoside

: 127783-21-5
Methyl 4,6-O-Bezylidene-2,3-dideoxy-3,2-C-<(3'S)-3'-hydroxybutan-1'-yl-4'-ylidene>-3-C-methyl-α-D-arabino-hexopyranoside

Guidance literature:: With potassium carbonate; triphenylphosphine; benzoic acid; diethylazodicarboxylate; Yield given. Multistep reaction; 2.) MeOH;
DOI:10.1039/c39900000148

Reference yield:

: 109001-55-0
methyl 4,6-O-benzylidene-3-deoxy-3-C-methyl-α-D-arabino-hexopyranoside-2-ulose

: 127783-21-5
Methyl 4,6-O-Bezylidene-2,3-dideoxy-3,2-C-<(3'S)-3'-hydroxybutan-1'-yl-4'-ylidene>-3-C-methyl-α-D-arabino-hexopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 1) lithium 2,2,6,6-tetramethylpiperidide / 1) diethyl ether, 0 deg C, 1 h, 2) a) -78 deg C to room temp. b) room temp., 1 h

2: 58 percent / aq. KOH/methanol / 6 h / 80 °C

3: 82 percent / K-Selectride (potassium tri-sec-butylborohydride) / tetrahydrofuran / 1.5 h / -78 °C

4: 80 percent / triphenylphosphine, diethyl azodicarboxylate (DEAD) / diethyl ether / 3 h

5: 91 percent / K₂CO₃ / methanol / 3.5 h / Ambient temperature

With methanol; potassium hydroxide; 2,2,6,6-tetramethylpiperidinyl-lithium; potassium tri-sec-butyl-borohydride; potassium carbonate; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; methanol; diethyl ether;