N-(9-fluorenylmethoxycarbonyl)-O-[2-acetamido-2-deoxy-3,4-O-isopropylidene-6-O-(α,α-dimethyl-4-aminobenzyl)dimethylsilyl-α-D-galactopyranosyl]-L-threonine allyl ester

Base Information

Chemical Name:N-(9-fluorenylmethoxycarbonyl)-O-[2-acetamido-2-deoxy-3,4-O-isopropylidene-6-O-(α,α-dimethyl-4-aminobenzyl)dimethylsilyl-α-D-galactopyranosyl]-L-threonine allyl ester
CAS No.:301843-71-0
Molecular Formula:C₄₄H₅₇N₃O₁₀Si
Molecular Weight:816.036
Hs Code.:

N-(9-fluorenylmethoxycarbonyl)-O-[2-acetamido-2-deoxy-3,4-O-isopropylidene-6-O-(α,α-dimethyl-4-aminobenzyl)dimethylsilyl-α-D-galactopyranosyl]-L-threonine allyl ester

Synonyms:N-(9-fluorenylmethoxycarbonyl)-O-[2-acetamido-2-deoxy-3,4-O-isopropylidene-6-O-(α,α-dimethyl-4-aminobenzyl)dimethylsilyl-α-D-galactopyranosyl]-L-threonine allyl ester

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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 N-(9-fluorenylmethoxycarbonyl)-O-[2-acetamido-2-deoxy-3,4-O-isopropylidene-6-O-(α,α-dimethyl-4-aminobenzyl)dimethylsilyl-α-D-galactopyranosyl]-L-threonine allyl ester

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of N-(9-fluorenylmethoxycarbonyl)-O-[2-acetamido-2-deoxy-3,4-O-isopropylidene-6-O-(α,α-dimethyl-4-aminobenzyl)dimethylsilyl-α-D-galactopyranosyl]-L-threonine allyl ester

There total 13 articles about N-(9-fluorenylmethoxycarbonyl)-O-[2-acetamido-2-deoxy-3,4-O-isopropylidene-6-O-(α,α-dimethyl-4-aminobenzyl)dimethylsilyl-α-D-galactopyranosyl]-L-threonine allyl ester 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: 94.0%

: 301843-67-4
N-(9-fluorenylmethoxycarbonyl)-O-[2-acetamido-2-deoxy-3,4-O-isopropylidene-6-O-(α,α-dimethyl-4-nitrobenzyl)dimethylsilyl-α-D-galactopyranosyl]-L-threonine allyl ester

: 301843-71-0
N-(9-fluorenylmethoxycarbonyl)-O-[2-acetamido-2-deoxy-3,4-O-isopropylidene-6-O-(α,α-dimethyl-4-aminobenzyl)dimethylsilyl-α-D-galactopyranosyl]-L-threonine allyl ester

Guidance literature:: With acetic acid; zinc; In tetrahydrofuran; at 20 ℃; for 0.75h;
DOI:10.1016/S0040-4020(00)00588-3

Reference yield:

: (2S,3R)-3-((4aR,6S,7R,8R,8aR)-7-Azido-8-hydroxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-butyric acid allyl ester

: 301843-71-0
N-(9-fluorenylmethoxycarbonyl)-O-[2-acetamido-2-deoxy-3,4-O-isopropylidene-6-O-(α,α-dimethyl-4-aminobenzyl)dimethylsilyl-α-D-galactopyranosyl]-L-threonine allyl ester

Guidance literature:: Multi-step reaction with 8 steps

2: 97 percent

3: 365 mg / camphorsulfonic acid / acetonitrile / 5 h / 20 °C

4: Zn; AcOH / CH₂Cl₂ / 0.33 h / 20 °C

5: 336 mg / methanol / 0.5 h / 20 °C

6: 92 percent / AcOH; Bu₄NF / tetrahydrofuran / 4 h / 0 - 4 °C

7: 97 percent / NaI / dimethylformamide / 0.75 h / -20 °C

8: 94 percent / AcOH; Zn / tetrahydrofuran / 0.75 h / 20 °C

With camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; acetic acid; sodium iodide; zinc; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile; 1: debenzylidenation / 2: silylation / 3: Cyclization / 4: Reduction / 5: Acetylation / 6: desilylation / 7: silylation / 8: Reduction;
DOI:10.1016/S0040-4020(00)00588-3

Reference yield:

: 221325-35-5
chloro(α,α-dimethyl-4-nitrobenzyl)dimethylsilane

: 301843-71-0
N-(9-fluorenylmethoxycarbonyl)-O-[2-acetamido-2-deoxy-3,4-O-isopropylidene-6-O-(α,α-dimethyl-4-aminobenzyl)dimethylsilyl-α-D-galactopyranosyl]-L-threonine allyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 97 percent / NaI / dimethylformamide / 0.75 h / -20 °C

2: 94 percent / AcOH; Zn / tetrahydrofuran / 0.75 h / 20 °C

With acetic acid; sodium iodide; zinc; In tetrahydrofuran; N,N-dimethyl-formamide; 1: silylation / 2: Reduction;
DOI:10.1016/S0040-4020(00)00588-3