allyl 3-O-[(R)-3-(benzyloxy)decanoyl]-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranoside

Base Information

• Chemical Name: allyl 3-O-[(R)-3-(benzyloxy)decanoyl]-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranoside
• CAS No.: 832738-49-5
• Molecular Formula: C₂₉H₄₂Cl₃NO₉
• Molecular Weight: 655.013

Synonyms:allyl 3-O-[(R)-3-(benzyloxy)decanoyl]-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranoside

Chemical Property of allyl 3-O-[(R)-3-(benzyloxy)decanoyl]-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranoside

Chemical Property:

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Technology Process of allyl 3-O-[(R)-3-(benzyloxy)decanoyl]-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranoside

There total 3 articles about allyl 3-O-[(R)-3-(benzyloxy)decanoyl]-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-α-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: 88.0%

allyl 3-O-[(R)-3-(benzyloxy)decanoyl]-2-deoxy-4,6-O-isopropylidene-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranoside → allyl 3-O-[(R)-3-(benzyloxy)decanoyl]-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranoside (832738-49-5)

Guidance literature:

With acetic acid; at 95 ℃; for 0.166667h;

DOI:10.1039/b410544c

Reference yield:

allyl 2-deoxy-4,6-O-isopropylidene-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranoside (97562-24-8) → allyl 3-O-[(R)-3-(benzyloxy)decanoyl]-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranoside (832738-49-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 83 percent / 1-ethyl-3-(3-dimethylaminopropyl)-carbodiimide hydrochloride; DMAP / CH₂Cl₂ / 12 h / 20 °C

2: 88 percent / aq. AcOH / 0.17 h / 95 °C

With dmap; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane;

DOI:10.1039/b410544c

Reference yield:

(R)-3-(benzyloxy)decanoic acid (19525-83-8) → allyl 3-O-[(R)-3-(benzyloxy)decanoyl]-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranoside (832738-49-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 83 percent / 1-ethyl-3-(3-dimethylaminopropyl)-carbodiimide hydrochloride; DMAP / CH₂Cl₂ / 12 h / 20 °C

2: 88 percent / aq. AcOH / 0.17 h / 95 °C

With dmap; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane;

DOI:10.1039/b410544c

upstream raw materials:

allyl 2-deoxy-4,6-O-isopropylidene-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranoside

(R)-3-(benzyloxy)decanoic acid

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