(2S,4R)-5-BENZYLOXYCARBONYLAMINO-2-TERT-BUTOXYCARBONYLAMINO-4-TRIISOPROPYLSILANYLOXY-PENTANOIC ACID

Base Information

Chemical Name:(2S,4R)-5-BENZYLOXYCARBONYLAMINO-2-TERT-BUTOXYCARBONYLAMINO-4-TRIISOPROPYLSILANYLOXY-PENTANOIC ACID
CAS No.:850996-84-8
Molecular Formula:C27H46 N2 O7 Si
Molecular Weight:538.757
Hs Code.:
Mol file:850996-84-8.mol

Synonyms:(2S,4R)-5-BENZYLOXYCARBONYLAMINO-2-TERT-BUTOXYCARBONYLAMINO-4-TRIISOPROPYLSILANYLOXY-PENTANOIC ACID;BOC-L-ORN(4R-OTIPS, 5-Z)-OH;(2S,4R)-5-BENZYLOXYCARBONYLAMINO-2-T-BUTOXYCARBONYLAMINO-4-TRIISOPROPYLSILANYLOXY-PENTANOIC ACID

Suppliers and Price of (2S,4R)-5-BENZYLOXYCARBONYLAMINO-2-TERT-BUTOXYCARBONYLAMINO-4-TRIISOPROPYLSILANYLOXY-PENTANOIC ACID

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

American Custom Chemicals Corporation
(2S,4R)-5-BENZYLOXYCARBONYLAMINO-2-TERT-BUTOXYCARBONYLAMINO-4-TRIISOPROPYLSILANYLOXY-PENTANOIC ACID 95.00%
5MG
$ 500.23

Total 1 raw suppliers

Chemical Property of (2S,4R)-5-BENZYLOXYCARBONYLAMINO-2-TERT-BUTOXYCARBONYLAMINO-4-TRIISOPROPYLSILANYLOXY-PENTANOIC ACID

Chemical Property:

PSA：123.19000
LogP:6.62330

Purity/Quality:: (2S,4R)-5-BENZYLOXYCARBONYLAMINO-2-TERT-BUTOXYCARBONYLAMINO-4-TRIISOPROPYLSILANYLOXY-PENTANOIC ACID 95.00% ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Technology Process of (2S,4R)-5-BENZYLOXYCARBONYLAMINO-2-TERT-BUTOXYCARBONYLAMINO-4-TRIISOPROPYLSILANYLOXY-PENTANOIC ACID

There total 10 articles about (2S,4R)-5-BENZYLOXYCARBONYLAMINO-2-TERT-BUTOXYCARBONYLAMINO-4-TRIISOPROPYLSILANYLOXY-PENTANOIC 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: 83.0%

: 850996-92-8
(2S,4R)-1-hydroxy-4-triisopropylsilanyloxy-5-benzyloxycarbonylaminopent-2-ylaminocarboxylic acid tert-butyl ester

: 850996-84-8
(2S,4R)-5-benzyloxycarbonylamino-2-tert-butoxycarbonylamino-4-triisopropylsilanyloxypentanoic acid

Guidance literature:: With 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium chlorite; sodium phosphate buffer; sodium hypochlorite; In acetonitrile; at 35 ℃; for 4.5h; pH=6.7;
DOI:10.1021/ol0503182

Reference yield:

: 850996-87-1
(4S)-4-[2-(1-methoxy-1-methylethoxy)ethyl]-2,2-dimethyloxazolidine-3-carboxylic acid tert-butyl ester

: 850996-84-8
(2S,4R)-5-benzyloxycarbonylamino-2-tert-butoxycarbonylamino-4-triisopropylsilanyloxypentanoic acid

Guidance literature:: Multi-step reaction with 6 steps

1.1: 14.64 g / silica gel / CH₂Cl₂; H₂O / 72 h / 20 °C

2.1: 97 percent / DMSO; oxalyl chloride; Et₃N / CH₂Cl₂ / 1.5 h / -60 - 20 °C

3.1: Cu(OAc)2*H₂O; 2,2-bis[(3aS,8aR)-3a,8,8a-3H-indeno[3,2-d]oxazol-2yl]propane / ethanol / 120 h / 20 °C

3.2: 2,6-lutidine / CH₂Cl₂ / 16.5 h / 0 - 20 °C

3.3: HCO₂NH₄ / Pd/C / methanol / 24 h / 20 °C

4.1: 2.252 g / Et₃N / CH₂Cl₂ / 70 h / 20 °C

5.1: 64 percent / (+/-)-camphorsulfonic acid; ethylene glycol / tetrahydrofuran / 48 h / 50 °C

6.1: 83 percent / TEMPO; sodium phosphate buffer; aq. NaClO₂ / aq. NaOCl / acetonitrile / 4.5 h / 35 °C / pH 6.7

With 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium chlorite; copper diacetate; oxalyl dichloride; sodium phosphate buffer; 2,2-bis[(3aS,8aR)-3a,8,8a-3H-indeno[3,2-d]oxazol-2yl]propane; camphor-10-sulfonic acid; silica gel; ethylene glycol; dimethyl sulfoxide; triethylamine; sodium hypochlorite; In tetrahydrofuran; ethanol; dichloromethane; water; acetonitrile; 2.1: Swern oxidation / 3.1: Henry reaction;
DOI:10.1021/ol0503182

Reference yield:

: 4-(3-amino-2-triisopropylsilanyloxy-propyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

: 850996-84-8
(2S,4R)-5-benzyloxycarbonylamino-2-tert-butoxycarbonylamino-4-triisopropylsilanyloxypentanoic acid

Guidance literature:: Multi-step reaction with 3 steps

1: 2.252 g / Et₃N / CH₂Cl₂ / 70 h / 20 °C

2: 64 percent / (+/-)-camphorsulfonic acid; ethylene glycol / tetrahydrofuran / 48 h / 50 °C

3: 83 percent / TEMPO; sodium phosphate buffer; aq. NaClO₂ / aq. NaOCl / acetonitrile / 4.5 h / 35 °C / pH 6.7

With 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium chlorite; sodium phosphate buffer; camphor-10-sulfonic acid; ethylene glycol; triethylamine; sodium hypochlorite; In tetrahydrofuran; dichloromethane; acetonitrile;
DOI:10.1021/ol0503182