(2S,7R)-2-[(S)-3-Benzyloxy-1-(4-methoxy-benzyloxy)-propyl]-7-((S)-1-bromo-propyl)-2,3,6,7-tetrahydro-oxepine

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Chemical Name:(2S,7R)-2-[(S)-3-Benzyloxy-1-(4-methoxy-benzyloxy)-propyl]-7-((S)-1-bromo-propyl)-2,3,6,7-tetrahydro-oxepine
CAS No.:612050-96-1
Molecular Formula:C₂₇H₃₅BrO₄
Molecular Weight:503.476
Hs Code.:

Synonyms:(2S,7R)-2-[(S)-3-Benzyloxy-1-(4-methoxy-benzyloxy)-propyl]-7-((S)-1-bromo-propyl)-2,3,6,7-tetrahydro-oxepine

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Chemical Property of (2S,7R)-2-[(S)-3-Benzyloxy-1-(4-methoxy-benzyloxy)-propyl]-7-((S)-1-bromo-propyl)-2,3,6,7-tetrahydro-oxepine

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Technology Process of (2S,7R)-2-[(S)-3-Benzyloxy-1-(4-methoxy-benzyloxy)-propyl]-7-((S)-1-bromo-propyl)-2,3,6,7-tetrahydro-oxepine

There total 12 articles about (2S,7R)-2-[(S)-3-Benzyloxy-1-(4-methoxy-benzyloxy)-propyl]-7-((S)-1-bromo-propyl)-2,3,6,7-tetrahydro-oxepine 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: 77.0%

: 612050-95-0
(R)-1-{(2R,7S)-7-[(S)-3-Benzyloxy-1-(4-methoxy-benzyloxy)-propyl]-2,3,6,7-tetrahydro-oxepin-2-yl}-propan-1-ol

: 612050-96-1
(2S,7R)-2-[(S)-3-Benzyloxy-1-(4-methoxy-benzyloxy)-propyl]-7-((S)-1-bromo-propyl)-2,3,6,7-tetrahydro-oxepine

Guidance literature:: With 1-methylcyclohex-1-ene; carbon tetrabromide; TOP; In toluene; at 70 ℃; for 3h;
DOI:10.1016/S0040-4039(03)01667-8

Reference yield:

: 824-94-2
p-methoxybenzyl chloride

: 612050-96-1
(2S,7R)-2-[(S)-3-Benzyloxy-1-(4-methoxy-benzyloxy)-propyl]-7-((S)-1-bromo-propyl)-2,3,6,7-tetrahydro-oxepine

Guidance literature:: Multi-step reaction with 11 steps

1.1: 88 percent / NaH / dimethylformamide / 2 h / 0 °C

2.1: 71 percent / n-BuLi; BF₃*Et₂O / diethyl ether; tetrahydrofuran / 1 h / -78 °C

3.1: 86 percent / NaH / tetrahydrofuran / 24 h / 20 °C

4.1: 94 percent / PTSA / methanol / 0.5 h / 20 °C

5.1: 87 percent / Ph₃P; CCl₄ / 0.33 h / Heating

6.1: 67 percent / KHMDS / toluene / 0.5 h / 20 °C

7.1: 96 percent / NBS / acetonitrile / 0.17 h / 20 °C

8.1: 93 percent / n-Bu₃SnH / benzene / 0.5 h / Heating

9.1: tetrahydrofuran / 0.5 h / 0 °C

9.2: 57 percent / L-Selectride / tetrahydrofuran / 2 h / -78 °C

10.1: 70 percent / t-BuOK / tetrahydrofuran / 1.5 h / 0 °C

11.1: 77 percent / CBr₄; 1-methyl-cyclohexene; n-Oct₃P / toluene / 3 h / 70 °C

With tetrachloromethane; N-Bromosuccinimide; n-butyllithium; 1-methylcyclohex-1-ene; carbon tetrabromide; TOP; boron trifluoride diethyl etherate; potassium tert-butylate; tri-n-butyl-tin hydride; potassium hexamethylsilazane; sodium hydride; toluene-4-sulfonic acid; triphenylphosphine; In tetrahydrofuran; methanol; diethyl ether; N,N-dimethyl-formamide; toluene; acetonitrile; benzene; 9.2: Felkin-Ahn reaction / 10.1: Peterson-like elimination;
DOI:10.1016/S0040-4039(03)01667-8

Reference yield:

: (S)-3-Benzyloxy-1-(S)-oxiranyl-propan-1-ol

: 612050-96-1
(2S,7R)-2-[(S)-3-Benzyloxy-1-(4-methoxy-benzyloxy)-propyl]-7-((S)-1-bromo-propyl)-2,3,6,7-tetrahydro-oxepine

Guidance literature:: Multi-step reaction with 11 steps

1.1: 88 percent / NaH / dimethylformamide / 2 h / 0 °C

2.1: 71 percent / n-BuLi; BF₃*Et₂O / diethyl ether; tetrahydrofuran / 1 h / -78 °C

3.1: 86 percent / NaH / tetrahydrofuran / 24 h / 20 °C

4.1: 94 percent / PTSA / methanol / 0.5 h / 20 °C

5.1: 87 percent / Ph₃P; CCl₄ / 0.33 h / Heating

6.1: 67 percent / KHMDS / toluene / 0.5 h / 20 °C

7.1: 96 percent / NBS / acetonitrile / 0.17 h / 20 °C

8.1: 93 percent / n-Bu₃SnH / benzene / 0.5 h / Heating

9.1: tetrahydrofuran / 0.5 h / 0 °C

9.2: 57 percent / L-Selectride / tetrahydrofuran / 2 h / -78 °C

10.1: 70 percent / t-BuOK / tetrahydrofuran / 1.5 h / 0 °C

11.1: 77 percent / CBr₄; 1-methyl-cyclohexene; n-Oct₃P / toluene / 3 h / 70 °C

With tetrachloromethane; N-Bromosuccinimide; n-butyllithium; 1-methylcyclohex-1-ene; carbon tetrabromide; TOP; boron trifluoride diethyl etherate; potassium tert-butylate; tri-n-butyl-tin hydride; potassium hexamethylsilazane; sodium hydride; toluene-4-sulfonic acid; triphenylphosphine; In tetrahydrofuran; methanol; diethyl ether; N,N-dimethyl-formamide; toluene; acetonitrile; benzene; 9.2: Felkin-Ahn reaction / 10.1: Peterson-like elimination;
DOI:10.1016/S0040-4039(03)01667-8