(2R,3R)-4-Benzyloxy-3-tert-butoxycarbonylamino-2-hydroxymethyl-butyric acid

Base Information

Chemical Name:(2R,3R)-4-Benzyloxy-3-tert-butoxycarbonylamino-2-hydroxymethyl-butyric acid
CAS No.:312710-59-1
Molecular Formula:C₁₇H₂₅NO₆
Molecular Weight:339.389
Hs Code.:

Synonyms:(2R,3R)-4-Benzyloxy-3-tert-butoxycarbonylamino-2-hydroxymethyl-butyric acid

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Chemical Property of (2R,3R)-4-Benzyloxy-3-tert-butoxycarbonylamino-2-hydroxymethyl-butyric acid

Chemical Property:

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Technology Process of (2R,3R)-4-Benzyloxy-3-tert-butoxycarbonylamino-2-hydroxymethyl-butyric acid

There total 3 articles about (2R,3R)-4-Benzyloxy-3-tert-butoxycarbonylamino-2-hydroxymethyl-butyric acid 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:

: 312710-49-9
methyl (2R,3R)-4-(benzyloxy)-3-{[(tert-butoxy)carbonyl]amino}-2-(hydroxymethyl)butanoate

: 312710-59-1
(2R,3R)-4-Benzyloxy-3-tert-butoxycarbonylamino-2-hydroxymethyl-butyric acid

Guidance literature:: With lithium hydroxide; dihydrogen peroxide; In tetrahydrofuran; water; at 20 ℃; for 24h;
DOI:10.1002/1522-2675(20000906)83:9<2115::AID-HLCA2115>3.0.CO;2-E

Reference yield:

: 312710-48-8
methyl (R)-4-(benzyloxy)-3-{[(tert-butoxy)carbonyl]amino}butanoate

: 312710-59-1
(2R,3R)-4-Benzyloxy-3-tert-butoxycarbonylamino-2-hydroxymethyl-butyric acid

Guidance literature:: Multi-step reaction with 2 steps

1.1: (i-Pr)2NH; BuLi; ZnBr₂ / tetrahydrofuran; hexane / 0.67 h / -78 °C

1.2: 24 percent / tetrahydrofuran; hexane / 0.92 h / -78 °C

2.1: 30 percent H₂O₂; LiOH*H₂O / tetrahydrofuran; H₂O / 24 h / 20 °C

With lithium hydroxide; n-butyllithium; dihydrogen peroxide; diisopropylamine; zinc dibromide; In tetrahydrofuran; hexane; water; 1.1: Metallation / 1.2: Addition / 2.1: Hydrolysis;
DOI:10.1002/1522-2675(20000906)83:9<2115::AID-HLCA2115>3.0.CO;2-E

Reference yield:

: 2-(2-benzyloxy-1-tert-butoxycarbonylamino-ethyl)-malonic acid dimethyl ester

: 312710-59-1
(2R,3R)-4-Benzyloxy-3-tert-butoxycarbonylamino-2-hydroxymethyl-butyric acid

Guidance literature:: Multi-step reaction with 2 steps

1: NaBH₄ / ethanol / 1 h

2: 30 percent H₂O₂; LiOH*H₂O / tetrahydrofuran; H₂O / 24 h / 20 °C

With lithium hydroxide; sodium tetrahydroborate; dihydrogen peroxide; In tetrahydrofuran; ethanol; water; 1: Reduction / 2: Hydrolysis;
DOI:10.1002/1522-2675(20000906)83:9<2115::AID-HLCA2115>3.0.CO;2-E