(S)-6-chloro-9-<1,4-bis(benzyloxy)but-2-oxy>-2-formamidopurine

Base Information

• Chemical Name: (S)-6-chloro-9-<1,4-bis(benzyloxy)but-2-oxy>-2-formamidopurine
• CAS No.: 114778-37-9
• Molecular Formula: C₂₄H₂₄ClN₅O₄
• Molecular Weight: 481.939
• Mol file: 114778-37-9.mol

Synonyms:

Chemical Property of (S)-6-chloro-9-<1,4-bis(benzyloxy)but-2-oxy>-2-formamidopurine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-6-chloro-9-<1,4-bis(benzyloxy)but-2-oxy>-2-formamidopurine

There total 4 articles about (S)-6-chloro-9-<1,4-bis(benzyloxy)but-2-oxy>-2-formamidopurine 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:

benzyl bromide (100-39-0) → (S)-6-chloro-9-<1,4-bis(benzyloxy)but-2-oxy>-2-formamidopurine (114778-37-9)

Guidance literature:

Multi-step reaction with 6 steps

1: 1.) NaH / 1.) DMF, RT, 6 h, 2.) 20 deg C, 18 h

2: 88 percent / 2percent methanol. HCl / methanol / 7 h / 20 °C

3: 91 percent / Ph₃P, DEAD / tetrahydrofuran / 40 h / 20 °C

4: 76 percent / methylhydrazine / CH₂Cl₂ / 1 h / 20 °C

5: 71 percent / Et₃N / dioxane / 1.5 h / 100 °C

6: 1.) diethoxymethyl acetate, 2.) conc. aq. NH₃ / 1.) 100 deg C, 1.5 h, 2.) MeOH, 20 deg C, 0.5 h

With hydrogenchloride; ammonium hydroxide; diethoxymethyl acetate; sodium hydride; triethylamine; triphenylphosphine; methylhydrazine; diethylazodicarboxylate; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane;

DOI:10.1021/jm00105a010

Reference yield:

(R)-1,4-bis(benzyloxy)butan-2-ol (114818-98-3) → (S)-6-chloro-9-<1,4-bis(benzyloxy)but-2-oxy>-2-formamidopurine (114778-37-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 91 percent / Ph₃P, DEAD / tetrahydrofuran / 40 h / 20 °C

2: 76 percent / methylhydrazine / CH₂Cl₂ / 1 h / 20 °C

3: 71 percent / Et₃N / dioxane / 1.5 h / 100 °C

4: 1.) diethoxymethyl acetate, 2.) conc. aq. NH₃ / 1.) 100 deg C, 1.5 h, 2.) MeOH, 20 deg C, 0.5 h

With ammonium hydroxide; diethoxymethyl acetate; triethylamine; triphenylphosphine; methylhydrazine; diethylazodicarboxylate; In tetrahydrofuran; 1,4-dioxane; dichloromethane;

DOI:10.1021/jm00105a010

Reference yield:

(R)-1,4-bis(benzyloxy)-2-(methoxymethoxy)butane (114778-25-5) → (S)-6-chloro-9-<1,4-bis(benzyloxy)but-2-oxy>-2-formamidopurine (114778-37-9)

Guidance literature:

Multi-step reaction with 5 steps

1: 88 percent / 2percent methanol. HCl / methanol / 7 h / 20 °C

2: 91 percent / Ph₃P, DEAD / tetrahydrofuran / 40 h / 20 °C

3: 76 percent / methylhydrazine / CH₂Cl₂ / 1 h / 20 °C

4: 71 percent / Et₃N / dioxane / 1.5 h / 100 °C

5: 1.) diethoxymethyl acetate, 2.) conc. aq. NH₃ / 1.) 100 deg C, 1.5 h, 2.) MeOH, 20 deg C, 0.5 h

With hydrogenchloride; ammonium hydroxide; diethoxymethyl acetate; triethylamine; triphenylphosphine; methylhydrazine; diethylazodicarboxylate; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane;

DOI:10.1021/jm00105a010

upstream raw materials:

(S)-4-chloro-6-<<1,4-bis(benzyloxy)but-2-oxy>amino>-2,5-diformamidopyrimidine

benzyl bromide

(R)-1,4-bis(benzyloxy)butan-2-ol

(R)-1,4-bis(benzyloxy)-2-(methoxymethoxy)butane