N-[(1R,2R)-2-Hydroxy-1-(hydroxyMethyl)-2-phenylethyl]carbaMic Acid tert-Butyl Ester

Base Information

• Chemical Name: N-[(1R,2R)-2-Hydroxy-1-(hydroxyMethyl)-2-phenylethyl]carbaMic Acid tert-Butyl Ester
• CAS No.: 1009093-14-4
• Molecular Formula: C₁₄H₂₁NO₄
• Molecular Weight: 267.325
• Mol file: 1009093-14-4.mol

Synonyms:((1R,2R)-2-hydroxy-1-hydroxymethyl-2-phenylethyl)carbamic acid tert-butyl ester

Chemical Property of N-[(1R,2R)-2-Hydroxy-1-(hydroxyMethyl)-2-phenylethyl]carbaMic Acid tert-Butyl Ester

Chemical Property:

• Boiling Point: 453.8±45.0 °C(Predicted)
• PKA: 11?+-.0.46(Predicted)
• Density: 1.163±0.06 g/cm3(Predicted)

Purity/Quality:

97% ^*data from raw suppliers

N-[(1R,2R)-2-Hydroxy-1-(hydroxymethyl)-2-phenylethyl]carbamicAcidtert-ButylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: BOC-D-threo-3-phenylserinol is used in the preparation of Puromycin and its derivatives.

Technology Process of N-[(1R,2R)-2-Hydroxy-1-(hydroxyMethyl)-2-phenylethyl]carbaMic Acid tert-Butyl Ester

There total 6 articles about N-[(1R,2R)-2-Hydroxy-1-(hydroxyMethyl)-2-phenylethyl]carbaMic Acid tert-Butyl 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:

di-tert-butyl dicarbonate (24424-99-5) + (1R,2R)-2-amino-1-phenylpropane-1,3-diol (46032-98-8) → ((1R,2R)-2-hydroxy-1-hydroxymethyl-2-phenylethyl)carbamic acid tert-butyl ester (1009093-14-4)

Guidance literature:

In methanol; for 0.5h;

DOI:10.1016/S0960-894X(02)00888-0

Reference yield:

[(1R,2R)-1-(tert-Butyl-dimethyl-silanyloxymethyl)-2-hydroxy-2-phenyl-ethyl]-carbamic acid tert-butyl ester (217661-62-6) → ((1R,2R)-2-hydroxy-1-hydroxymethyl-2-phenylethyl)carbamic acid tert-butyl ester (1009093-14-4)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 - 25 ℃;

DOI:10.1016/S0040-4039(98)01848-6

Reference yield:

C22H21Cl2NO6 → tert-butyl [(1S,2S)-1,3-dihydroxy-1-phenylpropan-2-yl]carbamate (167082-56-6) + ((1R,2R)-2-hydroxy-1-hydroxymethyl-2-phenylethyl)carbamic acid tert-butyl ester (1009093-14-4)

Guidance literature:

With lithium hydroxide; In 1,4-dioxane; water; at 20 ℃; for 4h; Overall yield = 70 %; Overall yield = 18.7 mg;

DOI:10.1021/ja311923z

upstream raw materials:

[(1R,2R)-1-(tert-Butyl-dimethyl-silanyloxymethyl)-2-hydroxy-2-phenyl-ethyl]-carbamic acid tert-butyl ester

di-tert-butyl dicarbonate

(1R,2R)-2-amino-1-phenylpropane-1,3-diol

tert-butyl (S)-1-(tert-butyldimethylsilyloxy)-3-hydroxypropan-2-yl carbamate

Downstream raw materials:

Acetic acid (1R,2R)-3-acetoxy-2-tert-butoxycarbonylamino-1-phenyl-propyl ester

[(1R,2R)-1-(tert-Butyl-dimethyl-silanyloxymethyl)-2-hydroxy-2-phenyl-ethyl]-carbamic acid tert-butyl ester

C₂₁H₂₇NO₆S

tert-butyl (1R,2R)-3-(allyloxycarbonyloxy)-1-hydroxy-1-phenylpropan-2-ylcarbamate