(3S,5S)-5-[(1R)-2-benzyloxy-1-bromoethyl]-3-isopropyltetrahydrofuran-2-one

Base Information

• Chemical Name: (3S,5S)-5-[(1R)-2-benzyloxy-1-bromoethyl]-3-isopropyltetrahydrofuran-2-one
• CAS No.: 1000045-27-1
• Molecular Formula: C₁₆H₂₁BrO₃
• Molecular Weight: 341.245

Synonyms:(3S,5S)-5-[(1R)-2-benzyloxy-1-bromoethyl]-3-isopropyltetrahydrofuran-2-one

Chemical Property of (3S,5S)-5-[(1R)-2-benzyloxy-1-bromoethyl]-3-isopropyltetrahydrofuran-2-one

Chemical Property:

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Technology Process of (3S,5S)-5-[(1R)-2-benzyloxy-1-bromoethyl]-3-isopropyltetrahydrofuran-2-one

There total 2 articles about (3S,5S)-5-[(1R)-2-benzyloxy-1-bromoethyl]-3-isopropyltetrahydrofuran-2-one 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: 74.0%

C26H31NO4 (1187941-31-6) → (3S,5S)-5-[(1R)-2-benzyloxy-1-bromoethyl]-3-isopropyltetrahydrofuran-2-one (1000045-27-1)

Guidance literature:

With N-Bromosuccinimide; In 1,2-dimethoxyethane; water; at 0 - 20 ℃; for 15h;

DOI:10.1016/j.bmcl.2009.05.128

Reference yield:

(2S,4E)-6-(benzyloxy)-2-isopropylhex-4-enoic acid dimethylamide (1000045-25-9) → (3S,5S)-5-[(1R)-2-benzyloxy-1-bromoethyl]-3-isopropyltetrahydrofuran-2-one (1000045-27-1)

Guidance literature:

With N-Bromosuccinimide; acetic acid; In tetrahydrofuran; water; at 0 ℃; for 3h;

Reference yield: 51.0%

(3S,5S)-5-[(1R)-2-benzyloxy-1-bromoethyl]-3-isopropyltetrahydrofuran-2-one (1000045-27-1) → (3S,5S)-5-[(1S)-1-azido-2-benzyloxyethyl]-3-isopropyldihydrofuran-2-one (1000045-28-2)

Guidance literature:

With sodium azide; In 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; at 40 ℃; for 72h;

upstream raw materials:

(2S,4E)-6-(benzyloxy)-2-isopropylhex-4-enoic acid dimethylamide

C₂₆H₃₁NO₄

Downstream raw materials:

(3S,5S)-5-[(1S)-1-azido-2-benzyloxyethyl]-3-isopropyldihydrofuran-2-one

C₁₆H₂₀O₃

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