Name | N-Carbobenzyloxy-L-threonine methyl ester |
Synonyms | Z-THR-OME Z-Thr-OMe Z-THREONINE-OME Z-L-THREONINE METHYL ESTER Z-L-Threonine methyl ester CBZ-L-THREONINE METHYL ESTER N-CARBOBENZOXY-L-THREONINE METHYL ESTER N-CARBOBENZYLOXY-L-THREONINE METHYL ESTER N-Carbobenzyloxy-L-threonine methyl ester methyl N-[(benzyloxy)carbonyl]threoninate methyl N-[(benzyloxy)carbonyl]-L-threoninate N-ALPHA-CARBOBENZOXY-L-THREONINE METHYL ESTER L-Threonine, N-(phenylmethoxy)carbonyl-, methyl ester |
CAS | 57224-63-2 |
InChI | InChI=1/C13H17NO5/c1-9(15)11(12(16)18-2)14-13(17)19-8-10-6-4-3-5-7-10/h3-7,9,11,15H,8H2,1-2H3,(H,14,17)/t9-,11+/m1/s1 |
Molecular Formula | C13H17NO5 |
Molar Mass | 267.28 |
Density | 1.2100 (rough estimate) |
Melting Point | 92-94°C(lit.) |
Boling Point | 410.46°C (rough estimate) |
Specific Rotation(α) | -18 º (c=1, MeOH) |
Flash Point | 222.7°C |
Water Solubility | miscible |
Solubility | miscible |
Vapor Presure | 1.09E-08mmHg at 25°C |
Appearance | Powder |
Color | White |
BRN | 2220800 |
pKa | 10.79±0.46(Predicted) |
Storage Condition | Sealed in dry,Store in freezer, under -20°C |
Refractive Index | 1.4365 |
Physical and Chemical Properties | alpha:-18 o (c=1, MeOH) |
Safety Description | 24/25 - Avoid contact with skin and eyes. |
WGK Germany | 3 |
Application | N-benzyloxycarbonyl-l-threonine methyl ester can be used as intermediates in organic synthesis and pharmaceutical intermediates, mainly used in laboratory research and development process and chemical production process. |
preparation | add 70g L-threonine and ML methanol to a 1.1000ml three-necked flask, control the temperature below 0 ℃, 64 ml of thionyl chloride was added dropwise. After completion of the addition, the mixture was heated to reflux for 4 hours. Distillation under reduced pressure to dryness at 55 ° C. Gave 100g of L-threonine methyl ester hydrochloride as an oil. The next reaction was calculated with a yield of 100%; 2. In a 2L beaker, add 100g of L-threonine methyl ester hydrochloride, 600ml of water, and adjust the pH of sodium bicarbonate to alkaline, z-cl G was added dropwise and the pH was adjusted to 8-9 with 2MOC/l sodium hydroxide for reaction. At the end of the reaction, add ethyl acetate 1L to extract , take it, wash it with 500ml water, wash it with 500ml saturated brine, dry it with 100g anhydrous sodium sulfate, filter it with suction, distilled under reduced pressure until the solid precipitates, add petroleum ether 600Ml crystallization, Suction filtration, drying to obtain N-benzyloxycarbonyl-l-threonine methyl ester 140g, yield 89.1%. |