Sodium triethylboranuide → tert-Butyl (4-(hydroxymethyl)oxazol-2-yl)carbamate

HRID 1444086Notes

Reaction equation

HRID 1444086 reaction equation
[CH3:1][C:2]([CH3:25])([O:4][C:5]([N:7](C(OC(C)(C)C)=O)[C:8]1[O:9][CH:10]=[C:11]([C:13](OCC)=[O:14])[N:12]=1)=[O:6])[CH3:3].C([BH-](CC)CC)C.[Na+]>O1CCCC1>[C:2]([O:4][C:5](=[O:6])[NH:7][C:8]1[O:9][CH:10]=[C:11]([CH2:13][OH:14])[N:12]=1)([CH3:25])([CH3:1])[CH3:3]

Participants

4

Reactant 2

HCID 5129078Sodium triethylboranuideHCID 53419431Ethyl 2-[bis[(1,1-dimethylethoxy)carbonyl]amino]-4-oxazolecarboxylate

Product 1

HCID 45092179tert-Butyl (4-(hydroxymethyl)oxazol-2-yl)carbamate

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Prepared by the method of Example 120 using 2-{bis[(1,1-dimethylethoxy)carbonyl]amino}-4-oxazolcarboxylic acid, ethyl ester (0.65 g) and sodium triethylborohydride (5.5 mL of a 1M solution in tetrahydrofuran). Yield 0.24 g. Used directly.

Sources & evidence

ORD record
ord-21b68afb026240f7b1f6baadea62fb25
Source dataset
uspto-grants-2010_02
Patent number
US07662825B2

Reaction notes

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