6-(Benzzamido)-9-<4'-O-<(2-cyanoethoxy)(diisopropylamino)phosphino>-2',3'-dideoxy-6'-O-<(4,4'-dimethoxytriphenyl)methyl>-β-D-glucopyranosyl>-7-deazapurin

Base Information

Chemical Name:6-(Benzzamido)-9-<4'-O-<(2-cyanoethoxy)(diisopropylamino)phosphino>-2',3'-dideoxy-6'-O-<(4,4'-dimethoxytriphenyl)methyl>-β-D-glucopyranosyl>-7-deazapurin
CAS No.:145594-10-1
Molecular Formula:C₄₉H₅₅N₆O₇P
Molecular Weight:870.985
Hs Code.:

6-(Benzzamido)-9-<4'-O-<(2-cyanoethoxy)(diisopropylamino)phosphino>-2',3'-dideoxy-6'-O-<(4,4'-dimethoxytriphenyl)methyl>-β-D-glucopyranosyl>-7-deazapurin

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Chemical Property of 6-(Benzzamido)-9-<4'-O-<(2-cyanoethoxy)(diisopropylamino)phosphino>-2',3'-dideoxy-6'-O-<(4,4'-dimethoxytriphenyl)methyl>-β-D-glucopyranosyl>-7-deazapurin

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Technology Process of 6-(Benzzamido)-9-<4'-O-<(2-cyanoethoxy)(diisopropylamino)phosphino>-2',3'-dideoxy-6'-O-<(4,4'-dimethoxytriphenyl)methyl>-β-D-glucopyranosyl>-7-deazapurin

There total 11 articles about 6-(Benzzamido)-9-<4'-O-<(2-cyanoethoxy)(diisopropylamino)phosphino>-2',3'-dideoxy-6'-O-<(4,4'-dimethoxytriphenyl)methyl>-β-D-glucopyranosyl>-7-deazapurin 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: 59.0%

: 124482-92-4,89992-70-1
2-cyanoethyl-N,N-(diisopropylamino)chlorophosphine

: 145594-01-0
6-(Benzamido)-7-deaza-9-<2',3'-dideoxy-6'-O-<(4,4'-dimethoxytriphenyl)methyl>-β-D-glucopyranosyl>purin

: 145594-10-1,145610-80-6
6-(Benzzamido)-9-<4'-O-<(2-cyanoethoxy)(diisopropylamino)phosphino>-2',3'-dideoxy-6'-O-<(4,4'-dimethoxytriphenyl)methyl>-β-D-glucopyranosyl>-7-deazapurin

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; for 1h; Ambient temperature;
DOI:10.1002/hlca.19920750503

Reference yield:

: 3427-20-1
methyl 4,6-di-O-acetyl-2,3-dideoxy-D-erythro-hex-2-enopyranoside

: 145594-10-1,145610-80-6
6-(Benzzamido)-9-<4'-O-<(2-cyanoethoxy)(diisopropylamino)phosphino>-2',3'-dideoxy-6'-O-<(4,4'-dimethoxytriphenyl)methyl>-β-D-glucopyranosyl>-7-deazapurin

Guidance literature:: Multi-step reaction with 9 steps

1: 82 percent / H₂, AcOH / 10percent Pd/C / methanol / 8 h / Ambient temperature

2: Amberlit IRA 400 (OH^--Form) / methanol / 2 h / Ambient temperature

3: pyridine / r.t.

4: 0.4M HCl / acetonitrile; H₂O / 1.5 h / Heating

5: 1) tris(dimethylamino)phosphine, CCl₄ / 1a) THF, -78 deg C, 1 h, 1b) -78 deg C - r.t., 1 h, 2) MeCN, r.t., 45 min

6: 83 percent / NH₃ (gas.) / methanol / 20 h / 130 °C

7: 1) pyridine, chlorotrimethylsilane / 1) 0 deg C, 45 min, 2) 0 deg C - r.t., 2 h

8: 77 percent / pyridine, (i-Pr)2EtN / 0.58 h / Ambient temperature

9: 59 percent / (i-Pr)2EtN / tetrahydrofuran / 1 h / Ambient temperature

With pyridine; hydrogenchloride; tetrachloromethane; chloro-trimethyl-silane; ammonia; hydrogen; acetic acid; N-ethyl-N,N-diisopropylamine; Hexamethylphosphorous triamide; palladium on activated charcoal; Amberlit IRA 400 (OH^--Form); In tetrahydrofuran; methanol; water; acetonitrile;
DOI:10.1002/hlca.19920750503

Reference yield:

: 23339-17-5
methyl 4,6-di-O-acetyl-2,3-dideoxy-D-erythro-hexopyranoside

: 145594-10-1,145610-80-6
6-(Benzzamido)-9-<4'-O-<(2-cyanoethoxy)(diisopropylamino)phosphino>-2',3'-dideoxy-6'-O-<(4,4'-dimethoxytriphenyl)methyl>-β-D-glucopyranosyl>-7-deazapurin

Guidance literature:: Multi-step reaction with 8 steps

1: Amberlit IRA 400 (OH^--Form) / methanol / 2 h / Ambient temperature

2: pyridine / r.t.

3: 0.4M HCl / acetonitrile; H₂O / 1.5 h / Heating

4: 1) tris(dimethylamino)phosphine, CCl₄ / 1a) THF, -78 deg C, 1 h, 1b) -78 deg C - r.t., 1 h, 2) MeCN, r.t., 45 min

5: 83 percent / NH₃ (gas.) / methanol / 20 h / 130 °C

6: 1) pyridine, chlorotrimethylsilane / 1) 0 deg C, 45 min, 2) 0 deg C - r.t., 2 h

7: 77 percent / pyridine, (i-Pr)2EtN / 0.58 h / Ambient temperature

8: 59 percent / (i-Pr)2EtN / tetrahydrofuran / 1 h / Ambient temperature

With pyridine; hydrogenchloride; tetrachloromethane; chloro-trimethyl-silane; ammonia; N-ethyl-N,N-diisopropylamine; Hexamethylphosphorous triamide; Amberlit IRA 400 (OH^--Form); In tetrahydrofuran; methanol; water; acetonitrile;
DOI:10.1002/hlca.19920750503