{6-[(3aS,4S,6R,6aR)-6-(6-Amino-purin-9-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethylsulfanyl]-8-azido-octyl}-(3-azido-propyl)-carbamic acid 4-nitro-benzyl ester

Base Information

Chemical Name:{6-[(3aS,4S,6R,6aR)-6-(6-Amino-purin-9-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethylsulfanyl]-8-azido-octyl}-(3-azido-propyl)-carbamic acid 4-nitro-benzyl ester
CAS No.:120476-70-2
Molecular Formula:C₃₂H₄₃N₁₃O₇S
Molecular Weight:753.842
Hs Code.:

{6-[(3aS,4S,6R,6aR)-6-(6-Amino-purin-9-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethylsulfanyl]-8-azido-octyl}-(3-azido-propyl)-carbamic acid 4-nitro-benzyl ester

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Chemical Property of {6-[(3aS,4S,6R,6aR)-6-(6-Amino-purin-9-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethylsulfanyl]-8-azido-octyl}-(3-azido-propyl)-carbamic acid 4-nitro-benzyl ester

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Technology Process of {6-[(3aS,4S,6R,6aR)-6-(6-Amino-purin-9-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethylsulfanyl]-8-azido-octyl}-(3-azido-propyl)-carbamic acid 4-nitro-benzyl ester

There total 8 articles about {6-[(3aS,4S,6R,6aR)-6-(6-Amino-purin-9-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethylsulfanyl]-8-azido-octyl}-(3-azido-propyl)-carbamic acid 4-nitro-benzyl 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: 43.0%

: 32077-91-1
5'-deoxy-5'-S-thioacetyl-N⁶-formyl-2',3'-O-isopropylideneadenosine

: 120476-80-4
Methanesulfonic acid 1-(2-azido-ethyl)-6-[(3-azido-propyl)-(4-nitro-benzyloxycarbonyl)-amino]-hexyl ester

: 120476-70-2
{6-[(3aS,4S,6R,6aR)-6-(6-Amino-purin-9-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethylsulfanyl]-8-azido-octyl}-(3-azido-propyl)-carbamic acid 4-nitro-benzyl ester

Guidance literature:: With sodium methylate; a) r.t., 48 h, b) 25 deg C, 12 h, sonication;
DOI:10.1021/jm00126a026

Reference yield:

: 1070-65-1
6-hydroxy-8-chlorooctanoic acid ethyl ester

: 120476-70-2
{6-[(3aS,4S,6R,6aR)-6-(6-Amino-purin-9-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethylsulfanyl]-8-azido-octyl}-(3-azido-propyl)-carbamic acid 4-nitro-benzyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: LiOH*H₂O / aq. ethanol / Ambient temperature

2: 89 percent / N-methylmorpholine, 1-N-hydroxybenzotriazole, dicyclohexylcarbodiimide / dimethylformamide / 96 h / Ambient temperature

3: 75.4 percent / B₂H₆ / tetrahydrofuran / Ambient temperature

4: 70 percent / 1M KOH / diethyl ether / Ambient temperature

5: 88 percent / LiN₃, LiI / dimethylformamide / 30 h / 60 °C

6: 99 percent / Et₃N / CH₂Cl₂ / Ambient temperature

7: 43 percent / sodium methoxide / a) r.t., 48 h, b) 25 deg C, 12 h, sonication

With 4-methyl-morpholine; potassium hydroxide; lithium hydroxide; lithium azide; sodium methylate; benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; lithium iodide; diborane; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm00126a026

Reference yield:

: 90435-60-2
(+)-8-chloro-6-hydroxy-octanoic acid

: 120476-70-2
{6-[(3aS,4S,6R,6aR)-6-(6-Amino-purin-9-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethylsulfanyl]-8-azido-octyl}-(3-azido-propyl)-carbamic acid 4-nitro-benzyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 89 percent / N-methylmorpholine, 1-N-hydroxybenzotriazole, dicyclohexylcarbodiimide / dimethylformamide / 96 h / Ambient temperature

2: 75.4 percent / B₂H₆ / tetrahydrofuran / Ambient temperature

3: 70 percent / 1M KOH / diethyl ether / Ambient temperature

4: 88 percent / LiN₃, LiI / dimethylformamide / 30 h / 60 °C

5: 99 percent / Et₃N / CH₂Cl₂ / Ambient temperature

6: 43 percent / sodium methoxide / a) r.t., 48 h, b) 25 deg C, 12 h, sonication

With 4-methyl-morpholine; potassium hydroxide; lithium azide; sodium methylate; benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; lithium iodide; diborane; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm00126a026