(8-(methyldithio)-1-naphthyl)methyl-8-amino-2,6-anhydro-3,8-dideoxyoctonate

Base Information

Chemical Name:(8-(methyldithio)-1-naphthyl)methyl-8-amino-2,6-anhydro-3,8-dideoxyoctonate
CAS No.:118715-08-5
Molecular Formula:C₂₀H₂₅NO₆S₂
Molecular Weight:439.554
Hs Code.:
Mol file:118715-08-5.mol

Synonyms:(8-(methyldithio)-1-naphthyl)methyl-8-amino-2,6-anhydro-3,8-dideoxyoctonate

Suppliers and Price of (8-(methyldithio)-1-naphthyl)methyl-8-amino-2,6-anhydro-3,8-dideoxyoctonate

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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 (8-(methyldithio)-1-naphthyl)methyl-8-amino-2,6-anhydro-3,8-dideoxyoctonate

Chemical Property:

Vapor Pressure:1.25E-19mmHg at 25°C
Boiling Point:683.7°Cat760mmHg
Flash Point:367.3°C
Density:1.44g/cm³

Purity/Quality:

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Technology Process of (8-(methyldithio)-1-naphthyl)methyl-8-amino-2,6-anhydro-3,8-dideoxyoctonate

There total 9 articles about (8-(methyldithio)-1-naphthyl)methyl-8-amino-2,6-anhydro-3,8-dideoxyoctonate 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: 40.0%

: (3aR,4R,6S,7aR)-4-[(R)-2-tert-Butoxycarbonylamino-1-(tetrahydro-pyran-2-yloxy)-ethyl]-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-carboxylic acid 8-methyldisulfanyl-naphthalen-1-ylmethyl ester

: 118715-08-5
<8-(methyldithio)-1-naphthyl>methyl 8-amino-2,6-anhydro-3,8-dideoxy-D-glycero-D-talo-octonate

Guidance literature:: With trifluoroacetic acid; In tetrahydrofuran; for 72h; Ambient temperature;
DOI:10.1021/jm00123a021

Reference yield:

: 106174-79-2
methyl 2,6-anhydro-8-azido-3,8-dideoxy-D-glycero-D-talo-octonate

: 118715-08-5
<8-(methyldithio)-1-naphthyl>methyl 8-amino-2,6-anhydro-3,8-dideoxy-D-glycero-D-talo-octonate

Guidance literature:: Multi-step reaction with 7 steps

1: 80 percent / Dowex HCR-S (H⁽¹⁺⁾) resin / 4 h / Ambient temperature

2: 100 percent / H₂ / 5 percent Pd/C / 3 h / Ambient temperature

3: 90 percent / Et₃N / methanol / 1 h / Ambient temperature

4: 82 percent / pyridinium p-toluenesulfonate / CH₂Cl₂ / 3 h / Ambient temperature

5: 1) 0.5 N aq. LiOH / 1) MeOH, RT, 1 h

6: 79 percent / N,N-bis(2-oxo-3-oxazolidinyl)phosphordiamidic chloride / tetrahydrofuran / 24 h / Ambient temperature

7: 40 percent / 2 N aq. trifluoroacetic acid / tetrahydrofuran / 72 h / Ambient temperature

With lithium hydroxide; N,N-bis[2-oxo-3-oxazolidinyl]phosphorodiamidic chloride; Dowex HCR-S (H⁽¹⁺⁾) resin; hydrogen; pyridinium p-toluenesulfonate; triethylamine; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/jm00123a021

Reference yield:

: 118715-02-9
(3aR,4R,6S,7aR)-4-((R)-2-Azido-1-hydroxy-ethyl)-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-carboxylic acid methyl ester

: 118715-08-5
<8-(methyldithio)-1-naphthyl>methyl 8-amino-2,6-anhydro-3,8-dideoxy-D-glycero-D-talo-octonate

Guidance literature:: Multi-step reaction with 6 steps

1: 100 percent / H₂ / 5 percent Pd/C / 3 h / Ambient temperature

2: 90 percent / Et₃N / methanol / 1 h / Ambient temperature

3: 82 percent / pyridinium p-toluenesulfonate / CH₂Cl₂ / 3 h / Ambient temperature

4: 1) 0.5 N aq. LiOH / 1) MeOH, RT, 1 h

5: 79 percent / N,N-bis(2-oxo-3-oxazolidinyl)phosphordiamidic chloride / tetrahydrofuran / 24 h / Ambient temperature

6: 40 percent / 2 N aq. trifluoroacetic acid / tetrahydrofuran / 72 h / Ambient temperature

With lithium hydroxide; N,N-bis[2-oxo-3-oxazolidinyl]phosphorodiamidic chloride; hydrogen; pyridinium p-toluenesulfonate; triethylamine; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/jm00123a021