5'-O-benzyl-2',3'-dideoxy-3',4'-didehydro-carba-D-6-chloro-6-deaminoadenosine

Base Information

Chemical Name:5'-O-benzyl-2',3'-dideoxy-3',4'-didehydro-carba-D-6-chloro-6-deaminoadenosine
CAS No.:1403561-52-3
Molecular Formula:C₁₈H₁₇ClN₄O
Molecular Weight:340.812
Hs Code.:

Synonyms:5'-O-benzyl-2',3'-dideoxy-3',4'-didehydro-carba-D-6-chloro-6-deaminoadenosine

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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 5'-O-benzyl-2',3'-dideoxy-3',4'-didehydro-carba-D-6-chloro-6-deaminoadenosine

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Technology Process of 5'-O-benzyl-2',3'-dideoxy-3',4'-didehydro-carba-D-6-chloro-6-deaminoadenosine

There total 3 articles about 5'-O-benzyl-2',3'-dideoxy-3',4'-didehydro-carba-D-6-chloro-6-deaminoadenosine 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: 80.0%

: 87-42-3
6-chloropurine

: (R)-3-(benzyloxymethyl)cyclopent-3-enol

: 1403561-52-3
5'-O-benzyl-2',3'-dideoxy-3',4'-didehydro-carba-D-6-chloro-6-deaminoadenosine

Guidance literature:: With di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; at -50 - 20 ℃; for 72h; Inert atmosphere;
DOI:10.1002/chem.201200733

Reference yield:

: 153186-83-5
(+/-)-3-[(benzyloxy)methyl]cyclopent-3-en-1-ol

: 1403561-52-3
5'-O-benzyl-2',3'-dideoxy-3',4'-didehydro-carba-D-6-chloro-6-deaminoadenosine

Guidance literature:: Multi-step reaction with 2 steps

1: pancreatin from porcine pancreas; triethylamine / acetone / 23 h / 20 °C / Resolution of racemate; Enzymatic reaction

2: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 72 h / -50 - 20 °C / Inert atmosphere

With di-isopropyl azodicarboxylate; pancreatin from porcine pancreas; triethylamine; triphenylphosphine; In tetrahydrofuran; acetone; 2: Mitsunobu reaction;
DOI:10.1002/chem.201200733

Reference yield:

: 1403561-38-5
(R)-3-(benzyloxymethyl)cyclopent-3-enyl acetate

: 1403561-52-3
5'-O-benzyl-2',3'-dideoxy-3',4'-didehydro-carba-D-6-chloro-6-deaminoadenosine

Guidance literature:: Multi-step reaction with 2 steps

1: methanol; sodium hydroxide / 2 h / 20 °C

2: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 72 h / -50 - 20 °C / Inert atmosphere

With methanol; di-isopropyl azodicarboxylate; triphenylphosphine; sodium hydroxide; In tetrahydrofuran; 2: Mitsunobu reaction;
DOI:10.1002/chem.201200733