2-Methyl-propane-2-sulfinic acid [(R)-((2R,3R,4R,5R)-3,4-bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-((2S,4R)-2-tert-butyl-5-oxo-4-phenyl-[1,3]dioxolan-4-yl)-methyl]-amide

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Chemical Name:2-Methyl-propane-2-sulfinic acid [(R)-((2R,3R,4R,5R)-3,4-bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-((2S,4R)-2-tert-butyl-5-oxo-4-phenyl-[1,3]dioxolan-4-yl)-methyl]-amide
CAS No.:911292-71-2
Molecular Formula:C₄₄H₅₃NO₈S
Molecular Weight:755.973
Hs Code.:

2-Methyl-propane-2-sulfinic acid [(R)-((2R,3R,4R,5R)-3,4-bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-((2S,4R)-2-tert-butyl-5-oxo-4-phenyl-[1,3]dioxolan-4-yl)-methyl]-amide

Synonyms:2-Methyl-propane-2-sulfinic acid [(R)-((2R,3R,4R,5R)-3,4-bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-((2S,4R)-2-tert-butyl-5-oxo-4-phenyl-[1,3]dioxolan-4-yl)-methyl]-amide

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Chemical Property of 2-Methyl-propane-2-sulfinic acid [(R)-((2R,3R,4R,5R)-3,4-bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-((2S,4R)-2-tert-butyl-5-oxo-4-phenyl-[1,3]dioxolan-4-yl)-methyl]-amide

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Technology Process of 2-Methyl-propane-2-sulfinic acid [(R)-((2R,3R,4R,5R)-3,4-bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-((2S,4R)-2-tert-butyl-5-oxo-4-phenyl-[1,3]dioxolan-4-yl)-methyl]-amide

There total 4 articles about 2-Methyl-propane-2-sulfinic acid [(R)-((2R,3R,4R,5R)-3,4-bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-((2S,4R)-2-tert-butyl-5-oxo-4-phenyl-[1,3]dioxolan-4-yl)-methyl]-amide 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: 80.0%

: 834909-35-2
(2S,5R)-2-tert-Butyl-5-phenyl-[1,3]dioxolan-4-one

: 911292-63-2
N-{(1E)-[(2R,3R,4R,5R)-3,4-dibenzyloxy-5-(benzyloxymethyl)tetrahydrofuran-2-yl]methylene}-2-tert-butanesulfinamide

: 911292-71-2
2-Methyl-propane-2-sulfinic acid [(R)-((2R,3R,4R,5R)-3,4-bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-((2S,4R)-2-tert-butyl-5-oxo-4-phenyl-[1,3]dioxolan-4-yl)-methyl]-amide

Guidance literature:: (2S,5R)-2-tert-Butyl-5-phenyl-[1,3]dioxolan-4-one; With lithium hexamethyldisilazane; In tetrahydrofuran; at -70 ℃; for 1h;

N-{(1E)-[(2R,3R,4R,5R)-3,4-dibenzyloxy-5-(benzyloxymethyl)tetrahydrofuran-2-yl]methylene}-2-tert-butanesulfinamide; With N,N,N,N,N,N-hexamethylphosphoric triamide; In tetrahydrofuran; at -85 - -60 ℃;
DOI:10.1021/jo0608164

Reference yield:

: 17199-29-0
(S)-Mandelic acid

: 911292-71-2
2-Methyl-propane-2-sulfinic acid [(R)-((2R,3R,4R,5R)-3,4-bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-((2S,4R)-2-tert-butyl-5-oxo-4-phenyl-[1,3]dioxolan-4-yl)-methyl]-amide

Guidance literature:: Multi-step reaction with 2 steps

1.1: PTSA

2.1: LHMDS / tetrahydrofuran / 1 h / -70 °C

2.2: 80 percent / HMPA / tetrahydrofuran / -85 - -60 °C

With toluene-4-sulfonic acid; lithium hexamethyldisilazane; In tetrahydrofuran;
DOI:10.1021/jo0608164

Reference yield:

: 94273-27-5
2,5-anhydro-3,4,6-tris-O-(phenylmethyl)-D-mannose

: 911292-71-2
2-Methyl-propane-2-sulfinic acid [(R)-((2R,3R,4R,5R)-3,4-bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-((2S,4R)-2-tert-butyl-5-oxo-4-phenyl-[1,3]dioxolan-4-yl)-methyl]-amide

Guidance literature:: Multi-step reaction with 2 steps

1.1: PPTS; MgSO₄ / CH₂Cl₂ / 18 h / 20 °C

2.1: LHMDS / tetrahydrofuran / 1 h / -70 °C

2.2: 80 percent / HMPA / tetrahydrofuran / -85 - -60 °C

With pyridinium p-toluenesulfonate; magnesium sulfate; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo0608164