(3aR,5R,6S,6aR)-N-benzyl-[6-(2-bromophenylsulfanyl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-ylmethyl]amine

Base Information

• Chemical Name: (3aR,5R,6S,6aR)-N-benzyl-[6-(2-bromophenylsulfanyl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-ylmethyl]amine
• CAS No.: 1356036-89-9
• Molecular Formula: C₂₁H₂₄BrNO₃S
• Molecular Weight: 450.396

Synonyms:(3aR,5R,6S,6aR)-N-benzyl-[6-(2-bromophenylsulfanyl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-ylmethyl]amine

Chemical Property of (3aR,5R,6S,6aR)-N-benzyl-[6-(2-bromophenylsulfanyl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-ylmethyl]amine

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Technology Process of (3aR,5R,6S,6aR)-N-benzyl-[6-(2-bromophenylsulfanyl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-ylmethyl]amine

There total 6 articles about (3aR,5R,6S,6aR)-N-benzyl-[6-(2-bromophenylsulfanyl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-ylmethyl]amine 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:

C21H22BrNO3S → (3aR,5R,6S,6aR)-N-benzyl-[6-(2-bromophenylsulfanyl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-ylmethyl]amine (1356036-89-9)

Guidance literature:

With sodium tetrahydroborate; In methanol; at 0 - 20 ℃; for 3h;

DOI:10.1002/ejoc.201101174

Reference yield:

C15H19BrO5S → (3aR,5R,6S,6aR)-N-benzyl-[6-(2-bromophenylsulfanyl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-ylmethyl]amine (1356036-89-9)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium periodate / methanol; water / 0.75 h / 0 - 20 °C

2: dichloromethane / 12 h / 0 - 20 °C / Molecular sieve; Inert atmosphere

3: sodium tetrahydroborate / methanol / 3 h / 0 - 20 °C

With sodium tetrahydroborate; sodium periodate; In methanol; dichloromethane; water;

DOI:10.1002/ejoc.201101174

Reference yield:

C14H15BrO4S → (3aR,5R,6S,6aR)-N-benzyl-[6-(2-bromophenylsulfanyl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-ylmethyl]amine (1356036-89-9)

Guidance literature:

Multi-step reaction with 2 steps

1: dichloromethane / 12 h / 0 - 20 °C / Molecular sieve; Inert atmosphere

2: sodium tetrahydroborate / methanol / 3 h / 0 - 20 °C

With sodium tetrahydroborate; In methanol; dichloromethane;

DOI:10.1002/ejoc.201101174

upstream raw materials:

(3aR,5R,6S,6aR)-6-(2-bromophenylsulfanyl)-5-(2,2-dimethyl-1,3-dioxolan-4-yl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxole

1,2:5,6-di-O-isopropylidene-3-O-trifluoromethanesulfonyl-α-D-allofuranose

Diacetone D-glucose

Downstream raw materials:

(2R,3R,3aS,10aR)-9-benzyl-2,3-isopropylidenedioxy-2,3,3a,9,10,10a-hexahydro-2H-furo[3,2-c][1,5]benzothiazepine

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