(R)-2-tert-butoxycarbonylamino-3-methyl-butyric acid (2R,3R,4R,5S,6S)-3,4,5-tris-benzyloxy-6-[3-(2,3-dihydro-benzo[1,4]dioxin-6-ylmethyl)-4-ethyl-phenyl]-tetrahydropyran-2-ylmethyl ester

Base Information

Chemical Name:(R)-2-tert-butoxycarbonylamino-3-methyl-butyric acid (2R,3R,4R,5S,6S)-3,4,5-tris-benzyloxy-6-[3-(2,3-dihydro-benzo[1,4]dioxin-6-ylmethyl)-4-ethyl-phenyl]-tetrahydropyran-2-ylmethyl ester
CAS No.:1402225-44-8
Molecular Formula:C₅₄H₆₃NO₁₀
Molecular Weight:886.095
Hs Code.:

(R)-2-tert-butoxycarbonylamino-3-methyl-butyric acid (2R,3R,4R,5S,6S)-3,4,5-tris-benzyloxy-6-[3-(2,3-dihydro-benzo[1,4]dioxin-6-ylmethyl)-4-ethyl-phenyl]-tetrahydropyran-2-ylmethyl ester

Synonyms:(R)-2-tert-butoxycarbonylamino-3-methyl-butyric acid (2R,3R,4R,5S,6S)-3,4,5-tris-benzyloxy-6-[3-(2,3-dihydro-benzo[1,4]dioxin-6-ylmethyl)-4-ethyl-phenyl]-tetrahydropyran-2-ylmethyl ester

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Chemical Property of (R)-2-tert-butoxycarbonylamino-3-methyl-butyric acid (2R,3R,4R,5S,6S)-3,4,5-tris-benzyloxy-6-[3-(2,3-dihydro-benzo[1,4]dioxin-6-ylmethyl)-4-ethyl-phenyl]-tetrahydropyran-2-ylmethyl ester

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Technology Process of (R)-2-tert-butoxycarbonylamino-3-methyl-butyric acid (2R,3R,4R,5S,6S)-3,4,5-tris-benzyloxy-6-[3-(2,3-dihydro-benzo[1,4]dioxin-6-ylmethyl)-4-ethyl-phenyl]-tetrahydropyran-2-ylmethyl ester

There total 8 articles about (R)-2-tert-butoxycarbonylamino-3-methyl-butyric acid (2R,3R,4R,5S,6S)-3,4,5-tris-benzyloxy-6-[3-(2,3-dihydro-benzo[1,4]dioxin-6-ylmethyl)-4-ethyl-phenyl]-tetrahydropyran-2-ylmethyl 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:

: 1291094-64-8
(2-bromo-5-iodophenyl)-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)methanone

: 1402225-44-8
(R)-2-tert-butoxycarbonylamino-3-methyl-butyric acid (2R,3R,4R,5S,6S)-3,4,5-tris-benzyloxy-6-[3-(2,3-dihydro-benzo[1,4]dioxin-6-ylmethyl)-4-ethyl-phenyl]-tetrahydropyran-2-ylmethyl ester

Guidance literature:: Multi-step reaction with 10 steps

1.1: trifluoroacetic acid; trifluorormethanesulfonic acid; triethylsilane / 0.42 h / 20 °C

2.1: n-butyllithium / toluene; hexane; tetrahydrofuran / 1 h / -78 °C

2.2: 1 h / -78 °C

2.3: 16 h / 20 °C

3.1: boron trifluoride diethyl etherate; triethylsilane / dichloromethane; acetonitrile / 4 h / 10 °C

4.1: dmap; pyridine / dichloromethane / 2 h / 20 °C

5.1: tricyclohexylphosphine; potassium phosphate / toluene; water / 0.75 h

5.2: Reflux

6.1: lithium hydroxide monohydrate / water; tetrahydrofuran; methanol

7.1: dmap; pyridine / 16 h / 20 - 80 °C

8.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 4 h / 0 - 20 °C

8.2: 0 - 20 °C

9.1: aluminum (III) chloride / dichloromethane; diethyl ether / 2 h / 0 - 20 °C

10.1: dicyclohexyl-carbodiimide / N,N-dimethyl-formamide / 0.5 h / 20 °C

10.2: 0 - 20 °C

With pyridine; triethylsilane; dmap; aluminum (III) chloride; potassium phosphate; n-butyllithium; lithium hydroxide monohydrate; trifluorormethanesulfonic acid; boron trifluoride diethyl etherate; sodium hydride; dicyclohexyl-carbodiimide; trifluoroacetic acid; tricyclohexylphosphine; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; water; N,N-dimethyl-formamide; toluene; acetonitrile; mineral oil;

Reference yield:

: 1261570-98-2
2-bromo-5-iodobenzoyl chloride

: 1402225-44-8
(R)-2-tert-butoxycarbonylamino-3-methyl-butyric acid (2R,3R,4R,5S,6S)-3,4,5-tris-benzyloxy-6-[3-(2,3-dihydro-benzo[1,4]dioxin-6-ylmethyl)-4-ethyl-phenyl]-tetrahydropyran-2-ylmethyl ester

Guidance literature:: Multi-step reaction with 11 steps

1.1: aluminum (III) chloride / dichloromethane / 0 - 20 °C

2.1: trifluoroacetic acid; trifluorormethanesulfonic acid; triethylsilane / 0.42 h / 20 °C

3.1: n-butyllithium / toluene; hexane; tetrahydrofuran / 1 h / -78 °C

3.2: 1 h / -78 °C

3.3: 16 h / 20 °C

4.1: boron trifluoride diethyl etherate; triethylsilane / dichloromethane; acetonitrile / 4 h / 10 °C

5.1: dmap; pyridine / dichloromethane / 2 h / 20 °C

6.1: tricyclohexylphosphine; potassium phosphate / toluene; water / 0.75 h

6.2: Reflux

7.1: lithium hydroxide monohydrate / water; tetrahydrofuran; methanol

8.1: dmap; pyridine / 16 h / 20 - 80 °C

9.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 4 h / 0 - 20 °C

9.2: 0 - 20 °C

10.1: aluminum (III) chloride / dichloromethane; diethyl ether / 2 h / 0 - 20 °C

11.1: dicyclohexyl-carbodiimide / N,N-dimethyl-formamide / 0.5 h / 20 °C

11.2: 0 - 20 °C

With pyridine; triethylsilane; dmap; aluminum (III) chloride; potassium phosphate; n-butyllithium; lithium hydroxide monohydrate; trifluorormethanesulfonic acid; boron trifluoride diethyl etherate; sodium hydride; dicyclohexyl-carbodiimide; trifluoroacetic acid; tricyclohexylphosphine; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; water; N,N-dimethyl-formamide; toluene; acetonitrile; mineral oil;

Reference yield:

: (3R,4R,5S,6R)-2-[4-bromo-3-(2,3-dihydro-benzo[1,4]dioxin-6-ylmethyl)-phenyl]-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol

: 1402225-44-8
(R)-2-tert-butoxycarbonylamino-3-methyl-butyric acid (2R,3R,4R,5S,6S)-3,4,5-tris-benzyloxy-6-[3-(2,3-dihydro-benzo[1,4]dioxin-6-ylmethyl)-4-ethyl-phenyl]-tetrahydropyran-2-ylmethyl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: dmap; pyridine / dichloromethane / 2 h / 20 °C

2.1: tricyclohexylphosphine; potassium phosphate / toluene; water / 0.75 h

2.2: Reflux

3.1: lithium hydroxide monohydrate / water; tetrahydrofuran; methanol

4.1: dmap; pyridine / 16 h / 20 - 80 °C

5.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 4 h / 0 - 20 °C

5.2: 0 - 20 °C

6.1: aluminum (III) chloride / dichloromethane; diethyl ether / 2 h / 0 - 20 °C

7.1: dicyclohexyl-carbodiimide / N,N-dimethyl-formamide / 0.5 h / 20 °C

7.2: 0 - 20 °C

With pyridine; dmap; aluminum (III) chloride; potassium phosphate; lithium hydroxide monohydrate; sodium hydride; dicyclohexyl-carbodiimide; tricyclohexylphosphine; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide; toluene; mineral oil;