benzyl 2-<(3R)-3-(benzyloxymethoxy)dodecanamido>-3-O-<(3R)-3-<(3R)-3-(benzyloxymethoxy)tetradecanoyloxy>tetradecanoyl>-6-O-tert-butyldimethylsilyl-2-deoxy-β-D-glucopyranoside

Base Information

Chemical Name:benzyl 2-<(3R)-3-(benzyloxymethoxy)dodecanamido>-3-O-<(3R)-3-<(3R)-3-(benzyloxymethoxy)tetradecanoyloxy>tetradecanoyl>-6-O-tert-butyldimethylsilyl-2-deoxy-β-D-glucopyranoside
CAS No.:126024-87-1
Molecular Formula:C₇₅H₁₂₃NO₁₃Si
Molecular Weight:1274.89
Hs Code.:

benzyl 2-<(3R)-3-(benzyloxymethoxy)dodecanamido>-3-O-<(3R)-3-<(3R)-3-(benzyloxymethoxy)tetradecanoyloxy>tetradecanoyl>-6-O-tert-butyldimethylsilyl-2-deoxy-β-D-glucopyranoside

Synonyms:benzyl 2-<(3R)-3-(benzyloxymethoxy)dodecanamido>-3-O-<(3R)-3-<(3R)-3-(benzyloxymethoxy)tetradecanoyloxy>tetradecanoyl>-6-O-tert-butyldimethylsilyl-2-deoxy-β-D-glucopyranoside

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Chemical Property of benzyl 2-<(3R)-3-(benzyloxymethoxy)dodecanamido>-3-O-<(3R)-3-<(3R)-3-(benzyloxymethoxy)tetradecanoyloxy>tetradecanoyl>-6-O-tert-butyldimethylsilyl-2-deoxy-β-D-glucopyranoside

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Technology Process of benzyl 2-<(3R)-3-(benzyloxymethoxy)dodecanamido>-3-O-<(3R)-3-<(3R)-3-(benzyloxymethoxy)tetradecanoyloxy>tetradecanoyl>-6-O-tert-butyldimethylsilyl-2-deoxy-β-D-glucopyranoside

There total 4 articles about benzyl 2-<(3R)-3-(benzyloxymethoxy)dodecanamido>-3-O-<(3R)-3-<(3R)-3-(benzyloxymethoxy)tetradecanoyloxy>tetradecanoyl>-6-O-tert-butyldimethylsilyl-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: 98.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 126024-86-0
benzyl 2-<(3R)-3-(benzyloxymethoxy)dodecanamido>-3-O-<(3R)-3-<(3R)-3-(benzyloxymethoxy)tetradecanoyloxy>tetradecanoyl>-2-deoxy-β-D-glucopyranoside

: 126024-87-1
benzyl 2-<(3R)-3-(benzyloxymethoxy)dodecanamido>-3-O-<(3R)-3-<(3R)-3-(benzyloxymethoxy)tetradecanoyloxy>tetradecanoyl>-6-O-tert-butyldimethylsilyl-2-deoxy-β-D-glucopyranoside

Guidance literature:: In pyridine; dichloromethane; at 0 ℃;
DOI:10.1271/bbb.59.1790

Reference yield:

: (3R)-3-(benzyloxymethoxy)dodecanoic acid

: 126024-87-1
benzyl 2-<(3R)-3-(benzyloxymethoxy)dodecanamido>-3-O-<(3R)-3-<(3R)-3-(benzyloxymethoxy)tetradecanoyloxy>tetradecanoyl>-6-O-tert-butyldimethylsilyl-2-deoxy-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 97 percent / 1-(3-dimethylaminipropyl)-3-ethylcarbodiimide hydrochloride / CH₂Cl₂ / Ambient temperature

2: 94 percent / DMAP, WSC / CH₂Cl₂ / 2 h / Ambient temperature

3: 83 percent / acetic acid / H₂O / 1 h / 45 °C

4: 98 percent / CH₂Cl₂; pyridine / 0 °C

With dmap; acetic acid; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In pyridine; dichloromethane; water;
DOI:10.1271/bbb.59.1790

Reference yield:

: 126004-86-2
benzyl 2-<(3R)-3-(benzyloxymethoxy)dodecanamido>-2-deoxy-4,6-O-isopropylidene-β-D-glucopyranoside

: 126024-87-1
benzyl 2-<(3R)-3-(benzyloxymethoxy)dodecanamido>-3-O-<(3R)-3-<(3R)-3-(benzyloxymethoxy)tetradecanoyloxy>tetradecanoyl>-6-O-tert-butyldimethylsilyl-2-deoxy-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 94 percent / DMAP, WSC / CH₂Cl₂ / 2 h / Ambient temperature

2: 83 percent / acetic acid / H₂O / 1 h / 45 °C

3: 98 percent / CH₂Cl₂; pyridine / 0 °C

With dmap; acetic acid; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In pyridine; dichloromethane; water;
DOI:10.1271/bbb.59.1790